Relevant bibliographies by topics / Aryl Ethers

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  1. Journal articles
  2. Dissertations / Theses
  3. Books
  4. Book chapters
  5. Conference papers

Academic literature on the topic 'Aryl Ethers'

Author: Grafiati
Published: 4 June 2021
Last updated: 3 February 2022

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Journal articles on the topic "Aryl Ethers"

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Holsboer, D. H., J. W. Scheeren, and A. P. M. van Der Veek. "Aryl dichloromethyl ethers." Recueil des Travaux Chimiques des Pays-Bas 90, no. 5 (September 2, 2010): 556–61. http://dx.doi.org/10.1002/recl.19710900512.

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Fernandes, Rodney A., Sachin P. Gholap, and Sandip V. Mulay. "A facile chemoselective deprotection of aryl silyl ethers using sodium hydride/DMF and in situ protection of phenol with various groups." RSC Adv. 4, no. 32 (2014): 16438–43. http://dx.doi.org/10.1039/c4ra00842a.

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Sang, Dayong, Jiahui Wang, Yun Zheng, Jianyuan He, Caili Yuan, Qing An, and Juan Tian. "Carbodiimides as Acid Scavengers in Aluminum Triiodide Induced Cleavage of Alkyl Aryl Ethers." Synthesis 49, no. 12 (March 14, 2017): 2721–26. http://dx.doi.org/10.1055/s-0036-1588755.

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A practical procedure for the cleavage of alkyl aryl ethers containing labile functional groups has been developed using aluminum triiodide as the ether cleaving reagent. Carbodiimides, typically used as dehydration reagents for the coupling of amines and carboxylic acids to yield amide bonds, are found to be effective hydrogen iodide scavengers that prevent acid-labile groups from deterioration. The method is applicable to variant alkyl aryl ethers such as eugenol, vanillin, ortho-vanillin and methyl eugenol. Suitable substrates are not limited to alkyl o-hydroxyphenyl ethers.
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Thanh, Nguyen D., Do S. Hai, Vu T. N. Bich, Pham T. T. Hien, Nguyen T. K. Duyen, Nguyen T. Mai, Tran T. Dung, et al. "Using Sodium Hydride and Potassium Carbonate as Bases in Synthesis of Substituted 2-Amino-4-aryl-7-propargyloxy-4H-chromene-3-carbonitriles." Current Organic Synthesis 16, no. 3 (June 17, 2019): 423–30. http://dx.doi.org/10.2174/1570179416666190104124652.

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Aims and Objective: 1-Alkynes are the important precursors for the CuAAC click chemistry. The hybrid of 1,2,3-triazole ring to the chromene ring and sugar moiety could bring some remarkable biological properties. Propargyl derivatives are usually used in the click chemistry. This article reported the synthesis of 2-amino-4-aryl-7-propargyloxy-4-aryl-4H-chromene-3-carbonitriles using propargyl bromide as alkylation agent and the use of potassium carbonate and sodium hydride as bases in the conversion of 2-amino-4-aryl-7- hydroxy-4-aryl-4H-chromene-3-carbonitriles into corresponding propargyl ethers in Williamson’s ether synthesis. Materials and Methods: The use of CTAB for the synthesis of benzylidene malononitriles and anhydrous potassium carbonate as a catalyst in absolute ethanol in the synthesis of 2-amino-7-hydroxy-4H-chromene-3- carbonitriles is an efficient and simple synthetic method. Propargyl ether compounds of these 4H-chromene-3- carbonitriles were obtained from the alkylation reaction by propargyl bromide. Two procedures were applied: K2CO3 as a base in acetone solvent (Procedure A) and NaH as a base in DMF solvent (Procedure B). The single-crystal X-ray structure of propargyl ether 5e has been studied. Results: The use of K2CO3 and NaH as bases in the Williamson’s ether synthesis from 2-amino-7-hydroxy-4Hchromene- 3-carbonitriles showed that Procedure B was the better route and gave ethers in the higher yields. 2- Amino-4-aryl-7-propargyloxy-4-aryl-4H-chromene-3-carbonitriles were obtained from corresponding 7- hydroxy-4H-chromene-3-carbonitriles. Yields of ethers 5a-i were 70−89% and 80−96%, respectively depending on the used procedures. Conclusion: The described methods are simple, clean and environmentally friendly alternatives for the preparation of 2-amino-4-aryl-7-hydroxy-4H-chromene-3-carbonitriles. The conditions for the transformation of these compounds into propargyl ethers include dried DMF as a solvent, NaH as a base and reaction time of 2 h at the room temperature. A series of 2-amino-4-aryl-7-hydroxy-4-aryl-4H-chromene-3-carbonitriles were obtained based on investigated reaction condition.
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Saunders, D. G. "Direct Conversion of Aryl Silyl Ethers to Alkyl Aryl and Diaryl Ethers." Synthesis 1988, no. 05 (1988): 377–79. http://dx.doi.org/10.1055/s-1988-27579.

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Arisawa, Mieko, Masahiko Yamaguchi, Saori Tanii, Takaya Tougo, and Kiyofumi Horiuchi. "Thieme Chemistry Journals Awardees – Where Are They Now? Rhodium-Catalyzed Synthesis of Unsymmetric Di(heteroaryl) Ethers Using Heteroaryl Exchange Reaction." Synlett 28, no. 13 (April 27, 2017): 1601–7. http://dx.doi.org/10.1055/s-0036-1588801.

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Unsymmetric di(heteroaryl) ethers were synthesized by the rhodium-catalyzed heteroaryl exchange reaction of heteroaryl aryl ethers and heteroaryl esters at equilibrium. Diverse unsymmetric di(heteroaryl) ethers containing five- and six-membered heteroarenes were obtained. Di(heteroaryl) ethers can be synthesized starting from diaryl ethers, because heteroaryl aryl ethers are obtained by the heteroaryl exchange reaction of diaryl ethers.
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Han, Jianhua, Kuanyu Yuan, Cheng Liu, Jinyan Wang, and Xigao Jian. "Donor–acceptor copolymers containing the phthalazinone–thiophene structure synthesized by classical nucleophilic aromatic polymerization." RSC Advances 5, no. 39 (2015): 30445–55. http://dx.doi.org/10.1039/c5ra03771a.

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Frey, Guido D., and Stephan D. Hoffmann. "Synthesis of ferrocenyl aryl ethers via Cu(I)/phosphine catalyst systems." Zeitschrift für Naturforschung B 70, no. 1 (January 1, 2015): 65–70. http://dx.doi.org/10.1515/znb-2014-0178.

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AbstractFerrocenyl aryl ethers can be synthesized in good yields by Cu(I)/phosphine-catalyzed coupling reactions from iodoferrocene or 1,1′-dibromoferrocene and various phenols in toluene, using Cs2CO3 or K3PO4 as a base. For the first time a solid-state structure of a ferrocenyl-1,1′-diaryl ether [1,1′-di(4-tert-butylphenoxy)ferrocene] has been determined from single-crystal X-ray data. The mixed ferrocenyl aryl ether 1-(4-tert-butylphenoxy)-1′-(2,4-dimethylphenoxy)ferrocene was prepared in a two-step synthetic protocol.
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Törincsi, Mercedesz, Melinda Nagy, Tamás Bihari, András Stirling, Pál Kolonits, and Lajos Novak. "Rearrangements of Cycloalkenyl Aryl Ethers." Molecules 21, no. 4 (April 19, 2016): 503. http://dx.doi.org/10.3390/molecules21040503.

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Törincsi, Mercedesz, Pál Kolonits, Jenő Fekete, and Lajos Novak. "Rearrangement of Aryl Geranyl Ethers." Synthetic Communications 42, no. 21 (November 2012): 3187–99. http://dx.doi.org/10.1080/00397911.2011.579799.

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Dissertations / Theses on the topic "Aryl Ethers"

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Jones, D. "The synthesis of aryl ethers." Thesis, Swansea University, 1994. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.637726.

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The synthesis of biaryl ethers is a process of importance in many fields within the chemical industry. Generally, the Ullmann ether synthesis is employed, though improvements in the general method have not been commonplace since the inception of the process at the turn of the century. By reinvestigating the parameters present, it was found that the use of cuprous iodide in a solventless reaction led to high yields of diaryl ethers. Further improvements were developed by the implementation of ultrasound in conjunction with lower reaction temperatures, with similarly high yields being afforded. Study was then undertaken to investigate the applicability of electrophilic bromination of various aromatic moieties. Thus, phenol, 2-methoxyphenol and aniline were examined in relation to the amount of ortho-bromination occurring with reagents such as 1,3-dibromo-5,5-dimethylhydantoin and N-bromosuccinimide in the presence of solid supports. These studies indicated that the use of solid supports, especially Amberlyst 15 and XN1010 and Montmorillonite K10 realised high degrees of bromination, though in the case of aniline the natural tendency to realise bromination in the para-position reduced the observed effectiveness of the process. By the implementation of acetyl hypobromite and N,N-dibromourethane, good para selectivity was found for the bromination of toluene in the presence of solid supports, though when applied to nitrobenzene, bromination of the straight chain alkane present at the internal standard present for gas chromatography analysis occurred. The use of molecular bromine in conjunction with solid supports such as Montmorillonite K10 led to high yields of 1-bromonaphthalene.
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Fruteau, de Laclos Anne-Marie F. (Anne-Marie François). "Cleavage of benzyl aryl ethers by chlorine." Thesis, McGill University, 1991. http://digitool.Library.McGill.CA:80/R/?func=dbin-jump-full&object_id=70291.

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In order to extend application of the gel-degradation mechanism of delignification, model compounds of the general structure (3,4-dimethoxyphenyl)-CH(OR)R$ sp prime$ were treated at room temperature with increasing charges of molecular Cl$ sb2$ in glacial HOAc.
Catalytic amounts of Cl$ sb2$ cleaved benzyl aryl ether bonds (OR=2-methoxy-4-methylphenoxy) before any ring chlorination occurred. Yields of cleavage decreased in the order: R$ sp prime$=H; R$ sp prime$=$-$CH$ sb2$-2-methoxyphenoxy; R$ sp prime$=$-$CH(CH$ sb2$OH)-2-methoxyphenoxy. These results support the concept that the delignification of wood pulp by chlorine results from benzyl aryl ether cleavage. The conditions of the reaction, as well as control reactions with hydrochloric acid, suggest that the cleavage is due to conventional acid hydrolysis induced by chlorine. The experimental evidence does not rule out another possible mechanism in which the cleavage is initiated by molecular chlorine.
Benzyl ether links were generally stable in models of the benzyl alkyl type, whose primary reactions were ring chlorination. A large excess of chlorine caused side-chain displacement, hitherto considered the primary reaction in the solubilization of lignin.
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Chamberlin, Rachel Alexandra. "Some substitution reactions of aryl sulfides and aryl ethers with aliphatic amines in DMSO : the mechanism of base catalysis." Thesis, Durham University, 1995. http://etheses.dur.ac.uk/5213/.

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The reactions of several nitro-aromatic substrates with the aliphatic amines, n- butylamine, pyrrolidine and piperidine in DMSO have been studied. Reaction of the amines with trinitroaromatic compounds, such as ethyl thiopicrate, phenyl thiopicrate and phenyl 2,4,6-trinitrophenyl ether, was shown to occur in two well separated processes. A rapid reaction, occuring at an unsubstituted ring position, resulted in the formation of a a-adduct; this was followed by a slower substitution reaction, resulting in the displacement of the 1-substituent to give the amino-substituted compound. Kinetic results show that in the formation of the σ-adduct, the rate determining step changes from nucleophilic attack by amine with n-butylamine to proton transfer from the zwitterionic intermediate with piperidine; with pyrrolidine the proton transfer step is partially rate limiting. The substitution reaction involving n-butylamine is not base catalysed indicating nucleophilic attack, the k(_1) step, is rate determining. However, the reactions with pyrrolidine and piperidine are subject to general base catalysis showing proton transfer is involved in the slow step. The rate limiting step is thought to be the proton transfer from the zwitterionic intermediate to base. A single substitution reaction was seen for the reaction of the less activated 1-substituted 2,4-dinitrophenyl and 1-substituted 2,4-dinitronaphthyl compounds. The rate limiting step again changes from nucleophilic attack with n-butylamine to proton transfer with pyrrolidine and piperidine. The uncatalysed, k(_2), pathway was detected during the reaction of the 1-substituted 2,4-dinitrophenyl compounds. Those were the least activated substrates studied and as the effectiveness of the base catalysed step relative to the uncatalysed decomposition of the intermediate decreases with decreasing activation of the substrate, detection of the uncatalysed step became possible. Kinetic and equilibrium studies were also made on the reaction of morpholine with several phenyl ethers. Results were compared with those for piperidine with the same substrates, the values of the kinetic and equilibrium constants were as expected considering morpholine has the same steric requirements as piperidine but is considerably less basic.
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May, Leslie J. "Design of functionalized cyclic aryl ethers and alkenes and their subsequent ring-opening polymerization." Thesis, National Library of Canada = Bibliothèque nationale du Canada, 2001. http://www.collectionscanada.ca/obj/s4/f2/dsk3/ftp05/MQ62792.pdf.

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Leung, Joe Cho Tak. "Radical fluorination methods for the synthesis of aryl mono-, di-, and tri- fluoromethyl ethers." Thesis, University of British Columbia, 2013. http://hdl.handle.net/2429/45726.

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New reagents for selective radical fluorine transfer have been identified and utilized to develop two novel photochemical reactions to access fluorinated methoxy arenes. I have discovered that SelectfluorTM can be employed as a radical fluorinating agent, leading to the development of a photochemical methodology (in aqueous alkaline SelectfluorTM solutions containing 2-aryloxyacetic acids) for the synthesis of aryl fluoromethyl, difluoromethyl, and trifluoromethyl ethers. In the second reaction developed, acetone N-fluorobenzensulfonimide solutions containing 2-aryloxyacetic acids will promote a different, milder, photosensitized decarboxylative fluorination reaction capable of delivering more electron rich aryl fluoromethyl ethers, and aryl difluoromethyl ethers. Density Functional Theory calculations support the assertion that radical intermediates are involved in fluorination. Alkoxyl radical reactions have also been investigated. I have found that the rate of alkoxyl 5-exo cyclization onto a silyl enol ether is only marginally faster than cyclization onto a trisubstituted alkene. The assumption that secondary and primary alkoxyl radicals display similar cyclization behaviour was proven unsound, and primary alkoxyl 5-exo cyclization onto a simple terminal alkene is likely faster than published rates. Alkoxyl radical 1, 5-hydrogen atom transfer was studied in the context of a radical relay cyclization methodology. I have demonstrated that primary, secondary and tertiary alkoxyl radicals may be successfully employed in the relay cyclization of 5 (5-exo), and 6 (6-endo) membered carbocyclic rings.
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Liang, Theresa. "Silver-Mediated Trifluoromethoxylation of Aryl Nucleophiles and Synthesis of 3-Deoxy-3-Fluoromorphine." Thesis, Harvard University, 2012. http://dissertations.umi.com/gsas.harvard:10547.

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Fluorine incorporation has become increasingly important in pharmaceutical applications. Upon fluorination and incorporation of fluorinated moieties such as trifluoromethoxy groups, many small molecules become more bioavailable and metabolically stable and additionally can better cross the blood-brain-barrier. This thesis describes the development of a method mediated by silver salts for the synthesis of pharmaceutical-like trifluoromethoxylated compounds via \(C-OCF_3\) bond formation. Additionally the synthesis of 3-deoxy-3-fluoromorphine via late-stage fluorination of morphine is described as well as in vitro and in vivo evaluation of 3-deoxy-3-fluoromorphine as a potential analgesic.
Chemistry and Chemical Biology
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Chatalova, Sazepin Claire. "Radical methods for the synthesis of fluoroalkanes and fluoromethyl aryl ethers and copper-catalyzed three-component carboetherification of alkenes." Thesis, University of British Columbia, 2015. http://hdl.handle.net/2429/55907.

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Fluorinated molecules have become popular compounds among pharmaceuticals. The introduction of fluorine atoms on bioactive compounds has indeed the potential to improve their biophysical properties. Given the utility of fluorinated substituents on pharmaceuticals, fluorine chemistry has become an area of intensive research. Despite the progress made in selective fluorination, however, radical fluorination has been limited notably due to the paucity of atomic fluorine sources. In this thesis, the uncovering of new atomic fluorine sources and the development of new radical fluorination methods will be described. Chapter 1 presents the importance of fluorinated molecules and the currently available fluorinating agents. A discussion on radical fluorination is presented that includes the most recent advances in the field. In Chapter 2, the exploratory work on the ability of electrophilic N—F fluorinating agents to transfer fluorine to alkyl radicals is detailed. Peresters were chosen as radical precursors and reacted with traditionally electrophilic fluorine sources, NFSI and Selectfluor®. Under those conditions, various fluoroalkanes could be synthesized in good yields. A radical fluorination method subsequently developed using Selectfluor® is described in Chapter 3. The ability of phenoxyacetic acid derivatives to undergo fluorodecarboxylation under UV-light excitation using Selectfluor® was demonstrated. The methodology was successfully applied to the synthesis of mono- and difluoromethyl aryl ethers in 40 to 86% yields. Chapter 4 details the application of the photofluorodecarboxylation to the synthesis of trifluoromethyl aryl ethers. It was found that the wavelength required for the substrate’s excitation led to the decomposition of the desired products. A method using benzophenone as a photosentizer was developed allowing the use of another wavelength to promote the reaction, which proved to be substrate dependent. The use of a faster fluorine transfer agent, XeF2, allowed the synthesis of trifluoromethoxy arenes in good yields. A copper catalyzed difunctionalization of alkenes, developed in collaboration with Prof. Jieping Zhu, is presented in Chapter 5. This reaction allows the direct introduction of alkyl nitriles via C—H activation. A C—O bond and a C—C bond were created in a single step. A wide range of α substituted styrenes were difunctionalized in yields up to 82%.
Science, Faculty of
Chemistry, Department of
Graduate
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Stridfeldt, Elin. "Hypervalent Iodine Reagents in Metal-Free Arylations and Vinylations : Investigation of Suitable Coupling Partners and Synthesis of New Reagents." Doctoral thesis, Stockholms universitet, Institutionen för organisk kemi, 2017. http://urn.kb.se/resolve?urn=urn:nbn:se:su:diva-141580.

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This thesis concerns the development of metal-free reactions to obtain carbon-heteroatom and carbon-carbon bonds. This is achieved by transferring carbon ligands from hypervalent iodine reagents to suitable nucleophiles. The bulk of the work presented herein concerns arylation of oxygen and nitrogen nucleophiles, using the well-known diaryliodonium salts as aryl sources. In the first project, O-arylation of the oxime ethyl acetohydroxamate was studied. It was found that electron-poor as well as electron-rich aryl moieties could be transferred successfully to this nucleophile. Furthermore, the protocol could be extended to a sequential one-pot synthesis of benzo[b]furans. This method allowed for a fast synthesis of the natural product stemofuran A and formal syntheses of other natural products. In a successive project, O-arylation of hydroxide and aliphatic alkoxides was investigated. It is known that electron-poor aryl moieties can be transferred to these nucleophiles in moderate to high yields. However, combined with more electron-rich diaryliodonium salts, a large amount of side products were formed. These were suppressed upon addition of aryne traps, suggesting that aryne pathways are competing with the desired ligand coupling. It was also observed that secondary alcohols were oxidized to the corresponding ketones. The mechanism for this oxidation was investigated and aryne pathways could be excluded. Instead we suggest that the carbinol hydrogen gets deprotonated via an internal mechanism, after the alkoxide has coordinated to the iodonium salt. Highly sterically congested alkyl aryl ethers could be obtained in high yields by combining tertiary alcohols with ortho-blocked diaryliodonium salts.  Next, N-arylation of secondary acyclic amides was studied using acetanilide as the model substrate. This procedure was suitable for transfer of electron-poor as well as ortho-substituted aryl moieties, but attempts to transfer very electron-rich aryl groups were unsuccessful. On the other hand, the amides displayed a complementary reactivity, allowing phenylation of electron-rich amides.  In the final project, a one-pot synthesis of the cyclic iodonium reagent vinylbenziodoxolone is presented. These compounds have not been explored as reagents earlier. Initial screenings showed that the vinyl moiety could be transferred to nitrocyclohexane with opposite regioselectivity compared to the acyclic analogue of the reagent.

At the time of the doctoral defense, the following paper was unpublished and had a status as follows: Paper 2: Manuscript.

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Lindstedt, Erik. "Metal-Free O- and C-Arylation with Diaryliodonium Salts." Doctoral thesis, Stockholms universitet, Institutionen för organisk kemi, 2017. http://urn.kb.se/resolve?urn=urn:nbn:se:su:diva-140944.

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This thesis concerns the development of metal-free applications using diaryliodonium salts. The first project describes an arylation protocol of allylic and benzylic alcohols in aqueous media. The method proceeds under mild conditions and the ether products were obtained in moderate to good yields. The methodology was also expanded to include arylation of phenols, giving diaryl ethers in good to excellent yields. In the second project, an arylation method that included a wider range of aliphatic alcohols was developed. The scope of accessible alkyl aryl ethers was studied and included a comparative study of phenylation and nitrophenylation of various alcohols. Finally, a formal metal-free synthesis of butoxycain was performed, illustrating the applicability of the developed method. The third project focused on the limitations and side reactions occurring in Chapter 2 and 3. First, an approach to access symmetric diaryl ethers via arylation of hydroxide was presented. This reaction gave rise to a number of side products, which we hypothesized to originate from aryne-type intermediates. A mechanism for the formation of these side products was suggested, supported by trapping and deuterium labeling experiments. Oxidation of the alcohol to the corresponding ketone was also observed and the mechanism of this interesting side reaction was investigated. The latter was suggested to proceed via an intramolecular oxidation without the involvement of radicals or arynes. The fourth project covers a method to synthesize highly sterically congested alkyl aryl ethers via arylation of tertiary alcohols using diaryliodonium salts. The method displayed a broad scope of tertiary alcohols and was also suitable for fluorinated alcohols. The final project detailed in this thesis deals with C-arylation with diaryliodonium salts, showcasing nitroalkanes as well as a nitro ester as suitable nucleophiles for metal-free arylation.

At the time of the doctoral defense, the following paper was unpublished and had a status as follows: Paper 3: Manuscript.

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Neto, Carlos Alberto Felipucci. "Mn(III)porfirinas sintéticas como modelos químicos do Citocromo P-450: a O-desalquilação oxidativa de aril éteres substituídos como modelos de drogas por iodosilbenzeno." Universidade de São Paulo, 2007. http://www.teses.usp.br/teses/disponiveis/59/59138/tde-15082008-081032/.

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Reações de O-desmetilação oxidativa estão entre as várias oxidações realizadas pelas enzimas do citocromo P-450. Entretanto, poucos estudos de O-desmetilação catalisadas por enzimas do citocromo P-450 ou modelos químicos baseados em metaloporfirinas sintéticas têm resultado em dúvidas acerca do mecanismo da O-desmetilação destes compostos orgânicos. Neste trabalho, foi estudada a O-desmetilação oxidativa, com PhIO, do benzil metil éter e alguns de seus derivados para substituídos (com os grupos doadores de elétrons -OCH3 e -CH3 e os grupos retiradores -NO2 e -Cl) catalisada pelas Mn(III)P [Mn(TPP)]Cl, [Mn{T(4-N-MePy)P}](PF6)5, [Mn(TMP)]Cl, [Mn(TDCSPP)]Cl e [Mn(TFPP)]Cl para verificar o efeito destes diferentes catalisadores na conversão e seletividade de produtos da O-desmetilação oxidativa e avaliar o efeito dos diversos substituintes citados no mecanismo de O-desalquilação. Inicialmente, realizou-se o estudo das oxidações catalíticas do metil benzil éter. Todas as reações catalisadas pelas MnP se mostram seletivas, sendo que o benzaldeído foi o produto comum a todas as oxidações. A melhor condição encontrada foi 1:50:1224 (catalisador/oxidante/substrato). Em relação às reações com os substratos contendo os substituintes na posição -para, as reações de oxidações catalíticas do p-metóxibenzil metil éter por PhIO não se mostraram tão seletivas quanto as do metil benzil éter, mostrando claramente que o grupo metóxi alterou a reatividade do aril éter original. Mesmo assim, o p-metoxibenzaldeído ainda foi o produto principal, sendo a conversão ao álcool p-metoxibenzílico observada em escala menor. Já com o substrato p-nitrobenzil metil éter, novamente o efeito provocado pelo substituinte na posição para no anel benzênico pôde ser percebida na distribuição final dos produtos, sendo que houve seletividade total para a formação de p-nitrobenzaldeído em detrimento ao álcool p-nitrobenzóico. Em relação aos dois últimos substratos da série proposta, metil p-metilbenzil éter e metil p-clorobenzil éter, de um modo geral, as reações realizadas com o p-clorobenzil metil éter não se mostraram tão seletivas quanto as do metil p-nitrobenzil éter, mostrando que o grupo cloro aumentou a reatividade do cloroéter em relação ao éter com o substituinte nitro- original. Mesmo assim, o p-clorobenzaldeído foi o produto principal, sendo a conversão ao álcool p-clorobenzílico observada em menor escala. Em relação às reações de oxidação do p-metilbenzil metil éter, observou-se que os resultados experimentais são semelhantes aos encontrados para o metil benzil éter. Esses resultados corroboram o principal mecanismo proposto para os sistemas modelo do citocromo P-450 que envolve abstração inicial do átomo de hidrogênio, o mecanismo por recombinação de oxigênio.
O-dealkylation oxidative reactions are among the several oxidations accomplished by the cytochrome P-450 enzymes. However, few studies on O-dealkylation catalyzed by such enzymes or chemical models based on synthetic metalloporphyrins have resulted in doubts concerning the mechanism of these reactions involving organic compounds. In this work, we studied the oxidative O-dealkylation by PhIO of benzyl methyl ether and some of its para-substituted derivatives (with the electron donor groups -OCH3 and -CH3 and the electronwithdrawing groups -NO2 and -Cl) catalyzed by the following Mn(III)P: [Mn(TPP)]Cl, [Mn{T(4-N-MePy)P}] (PF6)5, [Mn(TMP)]Cl, [Mn(TDCSPP)] Cl, and [Mn(TFPP)]Cl. Our aim was to verify the effect of these different catalysts on the conversion yields and product selectivity, as well as evaluate the effect of the several substituents on the ether on the O-dealkylation mechanism. We initially studied the catalytic oxidation of methyl benzyl ether. All the reactions catalyzed by the various MnPs were selective, and benzaldehyde was the product common to all oxidations. The best reaction condition was catalyst/oxidant/substrate molar ration = 1:50:1224. As for the reactions with the substituted substrates, the catalytic oxidation of p-methoxybenzyl methyl ether by PhIO was not as selective as the ones of methyl benzyl ether, clearly showing that the methoxy group affects the reactivity of the original aryl ether. Nevertheless, p-methoxybenzaldehyde was still the main product, being the conversion to p-methoxybenzylic alcohol observed in minor amount. With the substrate p-nitrobenzyl methyl ether, the effect of the electronwithdrawing substituent in the para- position of the aromatic ring could be observed in the final product distribution once again, and total selectivity toward the formation of p-nitrobenzaldehyde to the detriment of p-nitrobenzoic alcohol was observed. In relation to the two last substrates of the proposed series, the methyl p-methylbenzyl and methyl p-chlorobenzyl ethers, the reactions accomplished with p-chlorobenzyl methyl ether were not as selective as the ones carried out with methyl p-nitrobenzyl ether, showing that the chloro group increased the reactivity of the chloro-ether in relation to the ether with the original nitro- substituent. Even so, p-chlorobenzaldehyde was the main product, being the conversion to the p-chlorobenzylic alcohol observed in smaller amount. Concerning the oxidation reactions of p-methylbenzyl methyl ether, the experimental results were similar to those obtained in the case of methyl benzyl ether. These results corroborate the main mechanism proposed for the cytochrome P-450 model systems, which involves initial hydrogen atom abstraction, followed by oxygen rebound.
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Books on the topic "Aryl Ethers"

1

Elings, Jacob Antonius. Solid-acid catalysed reactions with epoxides and allyl aryl ethers. Delft, Netherlands: Delft University Press, 1997.

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Kemmish, David John. Structure-property relationships in poly (aryl ether ether ketone), poly (aryl ether ketone) and some epoxy basedpaint systems. Birmingham: University of Birmingham, 1985.

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Kumar, Satish. Crystallization and morphology of poly (aryl ether ether ketone). Wright-Patterson Air Force Base, Ohio: Materials Laboratory, Air Force Wright Aeronautical Laboratories, 1986.

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Cook, Robert Stephen Thomas. Chemical modification of poly(aryl ether sulphones). Birmingham: University of Birmingham, 1992.

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Ḳalmanovits, Aharon Ary Leyb ben Asher. Sefer Lev Ary.: Ha-kolel miluʼim ṿe-hashlamah, hashmaṭot, tiḳunim ṿe-hosafot : ṿe-hu tseruf le-sifri "Lev Aharon" ... Bruḳlin, N.Y: Y. Brakh, 1993.

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Fremdes und Fremde in der jüdischen Tradition und im Sefär Chasidim: 4. "Arye Maimon-Vortrag" an der Universität Trier, 7. November 2001. Trier: Kliomedia, 2002.

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R, Vicuña, and Forest Products Laboratory (U.S.), eds. Metabolism of lignin model compounds of the Arylglycerol- -Aryl ether type by Pseudomonas acidovorans Db3s. Madison, Wis: Forest Products Laboratory, Forest Service, U.S. Dept. of Agriculture, 1988.

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Vishṇudatta, Rākeśa, and Vidyalankar Jagdish, eds. Dīkshāloka: Gurukula Kāṅgaṛī Viśvavidyālaya meṃ pradatta dīkshānta bhāshaṇoṃ evaṃ sārasvata vyākhyānoṃ ke sanġraha kā navīna parishkr̥ta saṅgraha. 2nd ed. Haridvāra: Śrī Svāmī Śraddhānanda Anusandhāna Prakāśana Kendra, 2002.

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Dīkshāloka: Gurukula Kāṅgaṛī Viśvavidyālaya meṃ pradatta dīkshānta bhāshaṇoṃ evaṃ sārasvata vyākhyānoṃ kā sanġraha. Haridvāra: Śrī Svāmī Śraddhānanda Anusandhāna Prakāśana Kendra, 1997.

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Book chapters on the topic "Aryl Ethers"

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Mehrotra, R. C., and B. S. Saraswat. "From Neutral Oxygen Donor Ligands [Ethers, Aldehydes, Ketones, Pyridine N-Oxides, Phosphine Oxides, Arsine Oxides, and Dialkyl(Aryl) Sulfoxides]." In Inorganic Reactions and Methods, 7–8. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2007. http://dx.doi.org/10.1002/9780470145203.ch8.

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Labadie, Jeff W., James L. Hedrick, and Mitsuru Ueda. "Poly(aryl ether) Synthesis." In Step-Growth Polymers for High-Performance Materials, 210–25. Washington, DC: American Chemical Society, 1996. http://dx.doi.org/10.1021/bk-1996-0624.ch012.

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Steiner, G., and C. Zimmerer. "Poly(aryl ether ether ketone) (PEEK)." In Polymer Solids and Polymer Melts – Definitions and Physical Properties I, 810–19. Berlin, Heidelberg: Springer Berlin Heidelberg, 2013. http://dx.doi.org/10.1007/978-3-642-32072-9_88.

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Matray, T. J., R. J. Twieg, and James L. Hedrick. "Poly(aryl ether benzazole)s." In Step-Growth Polymers for High-Performance Materials, 266–75. Washington, DC: American Chemical Society, 1996. http://dx.doi.org/10.1021/bk-1996-0624.ch016.

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Steiner, G., and C. Zimmerer. "Poly(aryl ether sulfone) (PAES)." In Polymer Solids and Polymer Melts – Definitions and Physical Properties I, 953–60. Berlin, Heidelberg: Springer Berlin Heidelberg, 2013. http://dx.doi.org/10.1007/978-3-642-32072-9_107.

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Steiner, G., and C. Zimmerer. "Poly(aryl ether ketone) (PEK)." In Polymer Solids and Polymer Melts – Definitions and Physical Properties I, 820–26. Berlin, Heidelberg: Springer Berlin Heidelberg, 2013. http://dx.doi.org/10.1007/978-3-642-32072-9_89.

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Fougnies, Ch, M. Dosière, D. Villers, P. Damman, J. J. Janimak, and Cl Bourgaux. "Thermal annealing of stretched Poly(aryl ether ether ketone)." In Crystallization of Polymers, 543–47. Dordrecht: Springer Netherlands, 1993. http://dx.doi.org/10.1007/978-94-011-1950-4_53.

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Hay, Allan S. "Synthesis of Novel Poly(aryl ether)s." In Step-Growth Polymers for High-Performance Materials, 239–49. Washington, DC: American Chemical Society, 1996. http://dx.doi.org/10.1021/bk-1996-0624.ch014.

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Iacono, Scott T., Stephen M. Budy, Joseph M. Mabry, and Dennis W. Smith. "Polyhedral Oligomeric Silsesquioxane-Functionalized Perfluorocyclobutyl Aryl Ether Polymers." In ACS Symposium Series, 195–209. Washington, DC: American Chemical Society, 2010. http://dx.doi.org/10.1021/bk-2010-1051.ch016.

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Wang, G. "Synthesis and Characterization of Poly (aryl ether ketone) Copolymers." In High Performance Polymers and Engineering Plastics, 341–86. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2011. http://dx.doi.org/10.1002/9781118171950.ch10.

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Conference papers on the topic "Aryl Ethers"

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Gipson, Kyle G., Philip J. Brown, Kathryn A. Stevens, and Christopher L. Cox. "Properties, Characterization and Fiber Extrusion Simulation of Novel Amorphous Polymers for Optical Application." In ASME 2009 International Mechanical Engineering Congress and Exposition. ASMEDC, 2009. http://dx.doi.org/10.1115/imece2009-11544.

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Polymeric optical fibers are generally manufactured in the same manner as traditional glass (silica) fibers. As technology advances, more efficient, cost effective materials and processes are being developed to serve the duties of optical materials within networks. Traditional polymer optical fibers are comprised of hydrocarbon amorphous polymers and include polymethyl methacrylate (PMMA) and polystyrene (PS). These types of polymers have inherent issues in optical applications such as their signal absorption loss. This is largely due to the vibration of the carbon-hydrogen (C-H) bond contained in the polymer backbone. Therefore, to broaden the scope of polymer optical fibers, novel exotic amorphous polymers are being developed. One such polymer family, reported to have excellent optical properties, is perfluorocyclobutyl aryl ethers (PFCB), which do not exhibit the strong C-H vibrations associated with absorption loss. At this time, little is known of the intrinsic properties of PFCBs as well as the behavior of the polymer melt during extrusion. This work will review the thermal and rheological properties of two PFCB polymers: biphenylvinyl ether (BPVE) and hexafluoroisopropylidene vinyl ether (6F). The information gathered from the analysis of these two intrinsic properties will be used as the input data for a fiber extrusion simulation model, FiSim. The application of the FiSim software was done in order to produce a viable limited range of process conditions for which fibers could be melt spun.
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Geslin, Alexis, Clément Paul, Philippe Bussi, Robert Barsotti, Jonathon Hollahan, and Mary Calvin. "PEKK Poly Ether Ketone Ketone for High Temperature High Pressure Oil & Gas Conditions." In Offshore Technology Conference. OTC, 2021. http://dx.doi.org/10.4043/30987-ms.

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Abstract Poly Aryl Ether Ketones (PAEK), and in particular Poly Ether Ether Ketone (PEEK), have established themselves as polymers of choice for extreme environments. This is especially true in the Oil & Gas industry, with its very harsh conditions (high temperatures, high pressures and corrosive fluids). Within the PAEK family, Poly Ether Ketone (PEK) and Poly Ether Ketone Ether Ketone Ketone (PEKEKK) were later introduced to address the need for higher mechanical and thermal properties than PEEK; unfortunately, their chemical resistance has been reported as not matching that of PEEK. In this paper, we report on novel, high viscosity, Poly Ether Ketone Ketone (PEKK) polymers that combine PEEK-like processing, high mechanical performances, barrier properties and very good chemical resistance in the NORSOK M710 test, positioning PEKK as a strong candidate for demanding Oil & Gas applications, such as O-rings, seals or electrical connectors.
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Pattanshetti, V. V., and G. M. Shashidhara. "Poly Aryl Ether Ketone based Novel nano composites as dielectric material for power equipment." In 2012 IEEE 10th International Conference on the Properties and Applications of Dielectric Materials (ICPADM). IEEE, 2012. http://dx.doi.org/10.1109/icpadm.2012.6319016.

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Chen, Kuizhi, Ming Yu, Hong Zhang, Dongdong Ma, Shujuan Pang, Wei Huang, and Yiru Peng. "Polyion complex micelles incorporating poly (aryl benzyl ether) dendritic phthalocyanine: effective photosensitizers for enhanced photodynamic therapy." In Photonics Asia, edited by Qingming Luo, Ying Gu, and Xingde D. Li. SPIE, 2012. http://dx.doi.org/10.1117/12.2001194.

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Wang, Xiongwei, Kuizhi Chen, Zheng Huang, and Yiru Peng. "Block copolymers encapsulated poly (aryl benzyl ether) dendrimer silicon (IV) phthalocyanine for in vivo and in vitro photodynamic efficacy of choroidal neovascularization." In SPIE BiOS, edited by David H. Kessel and Tayyaba Hasan. SPIE, 2015. http://dx.doi.org/10.1117/12.2081532.

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