Relevant bibliographies by topics / Salts from aryl halides

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Academic literature on the topic 'Salts from aryl halides'

Author: Grafiati
Published: 4 June 2021
Last updated: 7 February 2022

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Journal articles on the topic "Salts from aryl halides"

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Baik, Woonphil, Wanqiang Luan, Hyun Joo Lee, Cheol Hun Yoon, Sangho Koo, and Byeong Hyo Kim. "Efficient one-pot transformation of aminoarenes to haloarenes using halodimethylisulfonium halides generated in situ." Canadian Journal of Chemistry 83, no. 3 (March 1, 2005): 213–19. http://dx.doi.org/10.1139/v05-026.

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Halodimethylsulfonium halide 1, which is readily formed in situ from hydrohaloic acid and DMSO, is a good nucleophilic halide. This activated nucleophilic halide rapidly converts aryldiazonium salt prepared in situ by the same hydrohaloic acid and nitrite ion to aryl chlorides, bromides, or iodides in good yield. The combined action of nitrite ion and hydrohaloic acid in DMSO is required for the direct transformation of aromatic amines, which results in the production of aryl halides within 1 h. Substituted compounds with electron-donating or -withdrawing groups or sterically hindered aromatic amines are also smoothly transformed to the corresponding aromatic halides. The only observed by-product is the deaminated arene (usually <7%). The isolated aryldiazonium salts can also be converted to the corresponding aryl halides using 1. The present method offers a facile, one-step procedure for transforming aminoarenes to haloarenes and lacks the environmental pollutants that usually accompany the Sandmeyer reaction using copper halides. Key words: aminoarenes, haloarenes, halodimethylsulfonium halide, halogenation, amination.
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Zhang, Ying, Xiao Jiang, Jin-Mei Wang, Jing-Lei Chen, and Yong-Ming Zhu. "Palladium-catalyzed synthesis of aldehydes from aryl halides and tert-butyl isocyanide using formate salts as hydride donors." RSC Advances 5, no. 22 (2015): 17060–63. http://dx.doi.org/10.1039/c4ra16388e.

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Soleiman-Beigi, M., and Z. Arzehgar. "A Novel Method for the Direct Synthesis of Symmetrical and Unsymmetrical Sulfides and Disulfides from Aryl Halides and Ethyl Potassium Xanthogenate." Synlett 29, no. 07 (January 31, 2018): 986–92. http://dx.doi.org/10.1055/s-0037-1609081.

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An efficient and new method for the synthesis of disulfides and sulfides via the reaction of aryl halides with ethyl potassium xanthogenate in the presence of MOF-199 is described. O-Ethyl-S-aryl ­carbonodithioate has a key role as an intermediate in this procedure; it was converted into symmetrical diaryl disulfides in DMF. Additionally, this could be applied to the synthesis of unsymmetrical aryl alkyl(aryl′) disulfides by the reaction with S-alkyl(aryl) sulfurothioates (Bunte salts) as well as unsymmetrical aryl alkyl(aryl′) sulfides in DMSO.
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Yue, Huifeng, Chen Zhu, Li Shen, Qiuyang Geng, Katharina J. Hock, Tingting Yuan, Luigi Cavallo, and Magnus Rueping. "Nickel-catalyzed C–N bond activation: activated primary amines as alkylating reagents in reductive cross-coupling." Chemical Science 10, no. 16 (2019): 4430–35. http://dx.doi.org/10.1039/c9sc00783k.

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Micheletti, Gabriele, and Carla Boga. "Nucleophile/Electrophile Combinations in Aromatic Substitution: From Wheland to Wheland–Meisenheimer Intermediates Using Strongly Activated Arenes." Synthesis 49, no. 15 (July 13, 2017): 3347–56. http://dx.doi.org/10.1055/s-0036-1588490.

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This short review provides an overview on the interaction between 1,3,5-triaminobenzene derivatives and different kinds of electrophiles. Due to the ambident reactivity of these nucleophiles (i.e., at the nitrogen atom of the substituents and at the aromatic carbon atom) different compounds can be obtained. Particular attention is devoted to the detection, isolation, and characterization of covalent intermediates of aromatic substitution, starting from Wheland intermediates until the first detection and characterization of Wheland–Meisenheimer intermediates.1 Introduction2 Reactions between 1,3,5-Triaminobenzene Derivatives and Charged Electrophiles2.1 The Proton as an Electrophile2.2 Arenediazonium Salts as Electrophiles3 Reactions between 1,3,5-Triaminobenzene Derivatives and Neutral­ Electrophiles3.1 Alkyl Halides as Electrophiles3.2 Acyl Halides and Sulfonyl Chlorides as Electrophiles3.3 Aryl Halides and Heteroaryl Halides as Electrophiles3.4 Polynitroheteroaromatics as Electrophiles4 Conclusion
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Marcoux, David, and André B Charette. "Nickel-Catalyzed Synthesis of Phosphonium Salts from Aryl Halides and Triphenylphosphine." Advanced Synthesis & Catalysis 350, no. 18 (December 2008): 2967–74. http://dx.doi.org/10.1002/adsc.200800542.

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Zykova, A. "Synthesis and Structure of Aryl Phosphorus Compounds." Bulletin of the South Ural State University series "Chemistry" 12, no. 4 (2020): 5–50. http://dx.doi.org/10.14529/chem200401.

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Based on an analysis of the literature published from the late 20th century to the beginning of the 21st century, methods for the synthesis of some complex tetraorganylphosphonium salts are systematized and described, along with the features of the chemical transformations of pentaphenylphosphorus, which was first obtained in 1953. The tetraorganylphosphonium salts were known much earlier, however, the features of the synthesis of transition metal complexes, which are usually obtained from tetraorganylphosphorus halides and metal halides, have not been sufficiently studied. The present review is devoted to the discussion of these topics, since the famous Wittig Reaction is associated with aryl phosphorus compounds, which allows synthesizing alkenes of a given structure, and derivatives of transition metals rightfully occupy a special place among catalysts of various chemical processes. The continuation of these classical studies in the field of chemistry of organoelemental compounds takes place at one of the leading universities in Russia - South Ural State University in the laboratory of chemistry of organoelemental compounds at the Faculty of Chemistry. This article aims at familiarizing the reader with the achievements of Professor V.V. Sharutin and his students in the field of organophosphorus compounds. The main attention is paid to the reactions of pentaphenylphosphorus and its derivatives, as well as methods for the synthesis of ionic complexes of silver, gold, copper, titanium, zirconium, hafnium, ruthenium, osmium, cobalt, rhodium, iridium, palladium and platinum with tetraorganylphosphonium cations. The structural features of the described compounds and the possibility of using transition metal complexes in some catalytic reactions are described.
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Gooßen, Lukas J., Käthe Gooßen, Nuria Rodríguez, Mathieu Blanchot, Christophe Linder, and Bettina Zimmermann. "New catalytic transformations of carboxylic acids." Pure and Applied Chemistry 80, no. 8 (January 1, 2008): 1725–33. http://dx.doi.org/10.1351/pac200880081725.

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A series of metal-catalyzed processes are presented, in which carboxylic acids act as sources of either carbon nucleophiles or electrophiles, depending on the catalyst employed, the mode of activation, and the reaction conditions. A first reaction mode is the addition of carboxylic acids or amides over C-C multiple bonds, giving rise to enol esters or enamides, respectively. The challenge here is to control both the regio- and stereoselectivity of these reactions by the choice of the catalyst system. Alternatively, carboxylic acids can efficiently be decarboxylated using new Cu catalysts to give aryl-metal intermediates. Under protic conditions, these carbon nucleophiles give the corresponding arenes. If carboxylate salts are employed instead of the free acids, the aryl-metal species resulting from the catalytic decarboxylation can be utilized for the synthesis of biaryls in a novel cross-coupling reaction with aryl halides, thus replacing stoichiometric organometallic reagents. An activation with coupling reagents or simple conversion to esters allows the oxidative addition of carboxylic acids to transition-metal catalysts under formation of acyl-metal species, which can either be reduced to aldehydes, or coupled with nucleophiles. At elevated temperatures, such acyl-metal species decarbonylate, so that carboxylic acids become synthetic equivalents for aryl or alkyl halides, e.g., in Heck reactions.
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Henyecz, Réka, and György Keglevich. "New Developments on the Hirao Reactions, Especially from “Green” Point of View." Current Organic Synthesis 16, no. 4 (July 4, 2019): 523–45. http://dx.doi.org/10.2174/1570179416666190415110834.

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Background: The Hirao reaction discovered ca. 35 years ago is an important P–C coupling protocol between dialkyl phosphites and aryl halides in the presence of Pd(PPh3)4 as the catalyst and a base to provide aryl phosphonates. Then, the reaction was extended to other Preagents, such as secondary phosphine oxides and H-phosphinates and to other aryl and hetaryl derivatives to afford also phosphinic esters and tertiary phosphine oxides. Instead of the Pd(PPh3)4 catalyst, Pd(OAc)2 and Ni-salts were also applied as catalyst precursors together with a number of mono- and bidentate P-ligands. Objective: In our review, we undertook to summarize the target reaction with a special stress on the developments attained in the last 6 years, hence this paper is an update of our earlier reviews in a similar topic. Conclusion: “Greener” syntheses aimed at utilizing phase transfer catalytic and microwave-assisted approaches, even under “P-ligand-free. or even solvent-free conditions are the up-to date versions of the classical Hirao reaction. The mechanism of the reaction is also in the focus these days.
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Baskin, Jeremy M., and Zhaoyin Wang. "A mild, convenient synthesis of sulfinic acid salts and sulfonamides from alkyl and aryl halides." Tetrahedron Letters 43, no. 47 (November 2002): 8479–83. http://dx.doi.org/10.1016/s0040-4039(02)02073-7.

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Dissertations / Theses on the topic "Salts from aryl halides"

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Cropper, Paul Edward. "A kinetic template effect in arylphosphonium salt formation." Thesis, Sheffield Hallam University, 1988. http://shura.shu.ac.uk/19513/.

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This thesis describes studies of a "kinetic template effect" which assists the formation of arylphosphonium salts from aryl halides and tertiary phosphines in the presence of a transition metal halide catalyst in refluxing ethanol. The "kinetic template effect" arises from the presence in the aryl halide of a limited range of orthosubstituents capable of intramolecular coordination with the metal at a critical stage of the reaction. In Chapter One, the "kinetic template effect" is compared with the better known "thermodynamic template effect". Earlier work on related "kinetic template effects" in the formation of aryl-phosphorus bonds is reviewed. The evidence for the possible involvement of aryl-metal intermediates in such reactions is also discussed. Chapter Two is concerned with the design and synthesis of potential template molecules. A model is proposed for the features necessary in the template substituent in terms of the nature and position of the donor atom or group essential for the replacement of the ortho-halogen under mild conditions. Chapter Three describes a kinetic study of the nickel (II) catalysed reactions of ortho-haloaryl Schiff's base and ortho-haloarylazo-dyestuff templates with tertiary phosphines. A rate law is deduced which indicates a first order dependence in each reactant, i.e. rate a [template] [phosphine] [catalyst], an overall third order expression. Rate studies also indicate that the nature of the orthohalogen is important, the order of replacement being I > Br > Cl. The effects of substituents remote from the ortho-haloaryl template are also considered. A mechanistic scheme consistent with the rate data is proposed. The X-ray crystal structures of two arylphosphonium salts derived from template aryl halides are discussed in Chapter Four, providing unequivocal proof that the position of replacement of halogen in substrates bearing more than one replaceable halogen, in different positions, is ortho with respect to the template donor group.
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Felipe-Blanco, Diego. "Salicylic Acid-Catalyzed Radical Arylations from In-situ Formed Arenediazonium Salts." Doctoral thesis, Universidad de Alicante, 2020. http://hdl.handle.net/10045/112757.

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In this thesis, it has been studied the deamination of aromatic amines, through in situ formed diazonium salts as reaction intermediates, catalyzed by salicylic acid, a nontoxic, eco-friendly and economic catalyst. In the early part of the thesis (Chapter I) it has studied the deamination process using THF as solvent as hydrogen donor and anilines as radical source, to carry the hydrodeamination reaction, as well as the process in its deuterodeamination manner using deuterated solvent. Following with this study in Chapter II and Chapter III, it has been studied the addition of the aromatic radicals, generated with the methodology employed in the first chapter, to different types of double bond, to form α-arylketones (Chapter II) and γ-aryl lactones, throw a following intramolecular cyclization (Chapter III). Finally, in Chapter IV was studied the construction of arylphosphonates, starting from anilines as radical source, and triphenylphosphite, and in this case specially, mechanism was hard explored. In every work, the methodologies could be scaled-up above 1 g, reaction mechanisms were proposed and studied through control and mechanistical experiments, and follow reactions were carried out.
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Jayatissa, Kuruppu Lilanthi. "A Metal-Free Approach to Biaryl Compounds: Carbon-Carbon Bond Formation from Diaryliodonium Salts and Aryl Triolborates." PDXScholar, 2015. https://pdxscholar.library.pdx.edu/open_access_etds/2229.

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Biaryl moieties are important structural motifs in many industries, including pharmaceutical, agrochemical, energy and technology. The development of novel and efficient methods to synthesize these carbon-carbon bonds is at the forefront of synthetic methodology. Since Ullmann’s first report of stoichiometric Cu-mediated homo-coupling of aryl halides, there has been a dramatic evolution in transition metal catalyzed biaryl cross-coupling reactions. Our work focuses on the discovery and development of an unprecedented reagent combination for metal-free cross-coupling. It is hypothesized that direct carbon-carbon bond formation occurs via a triaryl-λ3-iodane and that electrophile/nucleophile pairing is critical for success in the reaction. Proof-of-concept for this approach focused on the reaction between bromo 4-trifluoromethylphenyl (trimethoxybenzene)-λ3-iodane and potassium 3-fluorophenyltriolborate. The spectator ligand and counter ions are important parameters for both reactivity and selectivity of the aryl group transfer in this reaction. Moderate to good yields of biaryl products are obtained by this method. Experimental evidence supports the assertion of a metal-free cross-coupling reaction.
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黃文傑. "New synthesis of Tetrahydrogenated 1,4-Benzodiazepinones from Substituted Aryl Halides and 1,3-Dimethy1-2-imidazolidinone." Thesis, 2005. http://ndltd.ncl.edu.tw/handle/05195571730627717788.

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碩士
國立清華大學
化學系
93
An efficient method has been developed previously for the synthesis of tetrahydrogenated 1,4-benzodiazepin-5-ones. To extend the reaction application and to study the substituent effect, we used various substituted aryl halides as the starting materials. Substituents on aryl halides including the electron-withdrawing groups such as thio, amino, and trifluoromethyl groups, or the electron-donating group, such as methyl, isopropyl, and phenyl groups have been studied. The desired substituted benzodiazepinones were obtaind in 20–70% yields. We also performed the same reactions with the parent arenes without any substituent and obtained benzodiazepinone in low yield.
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Book chapters on the topic "Salts from aryl halides"

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Röschenthaler, G. V. "From Aryl Halides." In Inorganic Reactions and Methods, 199. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2007. http://dx.doi.org/10.1002/9780470145173.ch127.

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Brown, T. M. "Synthesis of Metal Halides from Other Metal Salts." In Inorganic Reactions and Methods, 198. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2007. http://dx.doi.org/10.1002/9780470145180.ch125.

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Brill, T. B. "Synthesis of Group-IIB Halides from Metal Oxy Salts." In Inorganic Reactions and Methods, 142–43. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2007. http://dx.doi.org/10.1002/9780470145180.ch84.

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Shang, Rui. "Synthesis of α-Aryl Nitriles and α-Aryl Acetate Esters Via Palladium-Catalyzed Decarboxylative Couplings of α-Cyano Aliphatic Carboxylate Salts and Malonate Monoester Salts with Aryl Halides." In Springer Theses, 107–24. Singapore: Springer Singapore, 2016. http://dx.doi.org/10.1007/978-981-10-3193-9_6.

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Shang, Rui. "Palladium-Catalyzed Decarboxylative Couplings of Nitrophenyl Acetate Salts and Its Derivatives with Aryl Halides." In Springer Theses, 125–39. Singapore: Springer Singapore, 2016. http://dx.doi.org/10.1007/978-981-10-3193-9_7.

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Li, Wanfang, and Xiao-Feng Wu. "Palladium-Catalyzed Carbonylative Synthesis of Six-Membered Heterocycles from Aryl Halides." In Topics in Heterocyclic Chemistry, 55–87. Cham: Springer International Publishing, 2015. http://dx.doi.org/10.1007/7081_2015_150.

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Nielsen, Dennis U., Zhong Lian, Anders T. Lindhardt, and Troels Skrydstrup. "Pd-Catalyzed Carbonylative Synthesis of Other-Membered Heterocycles from Aryl Halides." In Topics in Heterocyclic Chemistry, 89–99. Cham: Springer International Publishing, 2015. http://dx.doi.org/10.1007/7081_2015_160.

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Thomas, R. D. "From Ti(I) or Ti(III) Salts or Organothallium (III) Halides." In Inorganic Reactions and Methods, 199–201. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2007. http://dx.doi.org/10.1002/9780470145241.ch91.

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Heaney, H., and S. Christie. "Biaryl Syntheses from Aryl Halides and Copper(I) Salts." In Compounds of Groups 12 and 11 (Zn, Cd, Hg, Cu, Ag, Au), 1. Georg Thieme Verlag KG, 2004. http://dx.doi.org/10.1055/sos-sd-003-00302.

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Eagle, P. A. C. "Symmetrical Tetraarylplumbanes from Lead Salts by Reactions with ­Arylmetals and Aryl Halides." In Compounds of Group 14 (Ge, Sn, Pb), 1. Georg Thieme Verlag KG, 2003. http://dx.doi.org/10.1055/sos-sd-005-00789.

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Conference papers on the topic "Salts from aryl halides"

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Helmy, Samy A., Judith K. Guy-Caffey, Leroy J. Detiveaux, Sabine C. Zeilinger, Mike D. Barry, and Cliff Aaron Corbell. "The Successful Development, Validation, and First Use of an Innovative Zinc-Free, High-Density Completion Fluid for Deepwater." In SPE/IADC International Drilling Conference and Exhibition. SPE, 2021. http://dx.doi.org/10.2118/204095-ms.

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Abstract The completion of wells using solids-laden fluids can impair the reservoir production and also damage the functioning of downhole completion tools, therefore completing wells with clear-brine fluids is the preferred alternative. Clear brines are typically halide or formate salt solutions in water, but they, too, have shortcomings. At lower temperatures or increased pressures, the salts in these fluids can crystallize causing potential well control concerns and/or costly operational disruptions. Completion of high-pressure wells, with densities above approximately 14.3 lb/gal for calcium bromide or 13.1 lb/gal for potassium formate, has historically required the use of brines containing zinc bromide or cesium formate to minimize formation damage, yet, in addition to their merits,both fluids have inherent liabilities. Zinc-based fluids, for example, are restricted and classified as priority pollutants due to their potential harmful effects on the environment, and the low pH(acidity) of zinc-based halides increases the potential for corrosion of metal components and risk to personnel safety. With cesium formate fluids, their limited production may restrict supply and lead to higher cost in high-volume deepwater applications. Moreover, when used as a packer fluid, literature (Javora 2003) suggests that formates may cause hydrogen-induced cracking (HIC), especially in the presence of carbon dioxide (CO2) that could lead to failure of production tubing. An offshore operator required a priority-pollutant-free completion fluid for a subsea development,whose produced fluids (oil and water) are combined and processed with that from several other fields at a shared production facility. Associated produced water separated from the crude is dischargedoverboard and must be free of priority pollutants; detection of any such pollutants would requireextensive processing or, in the worst case, result in shutting down production from all the fields and the facility. This paper describes the development and successful field applications of a novel family of completion fluids, created to address the deficits of conventional high-density clear brines. The new fluids extend the conditions for onset of crystallization to a higher density range and meet environmental concerns, as they are formulated with sustainably sourced materials. The novel high-density,non-zinc, solids-free completion fluid (HDNZ) meets the challenges and requirements of ultra-deepwater environments for fluid densities between 14.4 and 15.3 lb/gal. An overview of the extensive laboratory test data needed to develop the fluid and verify its viability as a completion brine and packer fluid is described. The paper outlines the design criteria and qualification testing performedto ensure that the technical challenges were addressed for this challenging deepwater project. The laboratory data include testing of pressurized crystallization temperatures (PCTs), stress corrosion cracking (SCC), elastomer compatibility, formation regain permeability, long-term stability, and compatibility with multiple fluid types (mud, control line, spacer, frac fluids, sour gases and chemical additives). The discussion on fluid usage will encompass details of the plant trial to validate the performance of the fluid and case history detailing the operational implementation in the first five ultra-deepwater well completions in the GOM. Additionally, engineering these fluids led to the development of a new method to measure brine crystallization temperature at elevated pressures, as there currently is no industry standard for such measurement in downhole conditions. The new method is accurate, repeatable, and executable in rig-site laboratories.
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Reports on the topic "Salts from aryl halides"

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Jayatissa, Kuruppu. A Metal-Free Approach to Biaryl Compounds: Carbon-Carbon Bond Formation from Diaryliodonium Salts and Aryl Triolborates. Portland State University Library, January 2000. http://dx.doi.org/10.15760/etd.2226.

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