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Journal articles on the topic 'Diaryl ethers'

Author: Grafiati

Published: 4 June 2021

Last updated: 26 July 2025

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1

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 (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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2

Li, Jianxiao, Dan He, Zidong Lin, Liying Cen, Wanqing Wu, and Huanfeng Jiang. "NHC–palladium-catalyzed ionic liquid-accelerated regioselective oxyarylation of alkynes with diaryl ethers." Green Chemistry 24, no. 5 (2022): 1983–88. http://dx.doi.org/10.1039/d1gc04556c.

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3

Ye, Lianbao, Chao Han, Peiqi Shi, Wei Gao, and Wenjie Mei. "Copper-catalyzed synthesis of phenol and diaryl ether derivatives via hydroxylation of diaryliodoniums." RSC Advances 9, no. 37 (2019): 21525–29. http://dx.doi.org/10.1039/c9ra04282b.

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A copper-catalysed hydroxylation of diaryliodoniums to generate phenols and diaryl ethers allows the synthesis of diversely functionalized phenols under mild reaction conditions and prepares diaryl ethers in a one-pot operation.

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4

Liu, Yanfei, Bin Fu, Yanjun Xu, Bo Ren, and Zhaohai Qin. "Advancement of Phenoxypyridine as an Active Scaffold for Pesticides." Molecules 27, no. 20 (2022): 6803. http://dx.doi.org/10.3390/molecules27206803.

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Phenoxypyridine, the bioisostere of diaryl ethers, has been widely introduced into bioactive molecules as an active scaffold, which has different properties from diaryl ethers. In this paper, the bioactivities, structure-activity relationships, and mechanism of compounds containing phenoxypyridine were summarized, which may help to explore the lead compounds and discover novel pesticides with potential bioactivities.

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5

Begunov, R. S., A. N. Valyaeva, V. V. Belyaev, and N. O. Dobretsova. "Ultrasound synthesis of diaryl ethers." Russian Chemical Bulletin 64, no. 8 (2015): 1971–74. http://dx.doi.org/10.1007/s11172-015-1102-4.

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6

Rengshausen, Simon, Fabian Etscheidt, Johannes Großkurth, Kylie Luska, Alexis Bordet, and Walter Leitner. "Catalytic Hydrogenolysis of Substituted Diaryl Ethers by Using Ruthenium Nanoparticles on an Acidic Supported Ionic Liquid Phase (Ru@SILP-SO3H)." Synlett 30, no. 04 (2019): 405–12. http://dx.doi.org/10.1055/s-0037-1611678.

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Catalytic hydrogenolysis of diaryl ethers is achieved by using ruthenium nanoparticles immobilized on an acidic supported ionic liquid phase (Ru@SILP-SO3H) as a multifunctional catalyst. The catalyst components are assembled through a molecular approach ensuring synergistic action of the metal and acid functions. The resulting catalyst is highly active for the hydrogenolysis of various diaryl ethers. For symmetric substrates such as diphenyl ether, hydrogenolysis is followed by full hydrodeoxygenation producing the corresponding cycloalkanes as the main products. For unsymmetric substrates, th

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7

Page, Abigail, and Jonathan Clayden. "Carbamate-directed benzylic lithiation for the diastereo- and enantioselective synthesis of diaryl ether atropisomers." Beilstein Journal of Organic Chemistry 7 (September 26, 2011): 1327–33. http://dx.doi.org/10.3762/bjoc.7.156.

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Diaryl ethers carrying carbamoyloxymethyl groups may be desymmetrised enantio- and diastereoselectively by the use of the sec-BuLi–(−)-sparteine complex in diethyl ether. Enantioselective deprotonation of one of the two benzylic positions leads to atropisomeric products with ca. 80:20 e.r.; an electrophilic quench typically provides functionalised atropisomeric diastereoisomers in up to 97:3 d.r.

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8

Wang, Quanrui, Feng Li, Qingqing Meng, Huansheng Chen, Zhiming Li, and Fenggang Tao. "Synthesis of Diaryl Ethers, Diaryl Sulfides, Heteroaryl Ethers and Heteroaryl Sulfides under Microwave Dielectric Heating." Synthesis, no. 8 (2005): 1305–13. http://dx.doi.org/10.1055/s-2005-865321.

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9

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 (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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10

Thiemann, Thies. "Etherification of (E)-1,3-Diaryl- and (E)-1,3-Diheteroaryl- Prop-2-en-1-ols with Primary and Secondary Alcohols over Platinum on Carbon." Journal of Chemical Research 2007, no. 9 (2007): 528–34. http://dx.doi.org/10.3184/030823407x24775.

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In the presence of platinum on carbon (Pt/C), (E)-1,3-diaryl- and (E)-1,3-diheteroaryl- prop-2-en-1-ols react with primary and secondary alcohols to give (E)-1,3-diaryl- and (E)-1,3-diheteroaryl- prop-2-enyl ethers.

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11

Zerov, Aleksey V., Anastasia A. Bulova, Olesya V. Khoroshilova, and Aleksander V. Vasilyev. "TfOH-promoted transformation of TMS-ethers of diarylsubstituted CF3-allyl alcohols with arenes into CF3-indanes." Organic Chemistry Frontiers 6, no. 18 (2019): 3264–68. http://dx.doi.org/10.1039/c9qo00822e.

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Novel synthesis of 1,3-diaryl-1-trifluoromethyl indanes, having predominantly a trans-configuration of aryl groups, was developed on the basis of the reaction of TMS-ethers of 2,4-diaryl-1,1,1-trifluorobut-3-en-2-ols with arenes in superacid TfOH.

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12

Guindon, Yvan, Yves Girard, Sylvie Berthiaume, Vida Gorys, René Lemieux, and Christiane Yoakim. "Dialkyl and diaryl boron halides: reductive opening of benzylidene acetals." Canadian Journal of Chemistry 68, no. 6 (1990): 897–902. http://dx.doi.org/10.1139/v90-141.

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Dimethylboron bromide or diphenylboron bromide can be used in combination with borane to achieve the regiocontrolled conversion of benzylidene acetals to their corresponding hydroxy benzyl ethers with moderate to high yields. Keywords: dimethylboron bromide, diphenylboron bromide, reductive opening, benzylidene, acetals.

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13

Zhang, Zhanrong, Mingyang Liu, Jinliang Song, et al. "Pd nanoparticles/polyoxometalate–ionic liquid composites on SiO2 as multifunctional catalysts for efficient production of ketones from diaryl ethers." Green Chemistry 20, no. 21 (2018): 4865–69. http://dx.doi.org/10.1039/c8gc02659a.

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14

Rafiee, Ezzat, Iraj M. Baltork, Shahram Tangestaninejad, Alireza Azad, and Sepideh Moinee. "Tin(II) Polyoxometalate as an Efficient Catalyst for the Selective Oxidation of Sulfides to Sulfoxides." Zeitschrift für Naturforschung B 61, no. 5 (2006): 601–6. http://dx.doi.org/10.1515/znb-2006-0516.

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The applicability of the tin(II) polyoxometalate catalyst, [(n-C4H9)4N]5PSnMo2W9O39 · 9H2O, for sulfoxidation of diaryl, dibenzyl, aryl benzyl, dialkyl, cyclic, and heterocyclic sulfides with 30% hydrogen peroxide was examined under organic halogen-free condition. It is noteworthy that different functional groups including carbon-carbon double bonds, ketones, oximes, aldehydes, ethers, alcohols, and acetals were tolerated under this reaction condition.

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15

Ghosh, Rajshekhar, and Ashoka G. Samuelson. "Copper promoted synthesis of diaryl ethers." New Journal of Chemistry 28, no. 11 (2004): 1390. http://dx.doi.org/10.1039/b401179a.

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16

Xu, Hui, Kun-Zhong Jian, Qiu Guan, Fei Ye, and Min Lv. "Antifungal Activity of some Diaryl Ethers." CHEMICAL & PHARMACEUTICAL BULLETIN 55, no. 12 (2007): 1755–57. http://dx.doi.org/10.1248/cpb.55.1755.

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17

Gustafson, Jeffrey, Andrew Dinh, Ryan Noorbehesht, et al. "Toward a Catalytic Atroposelective Synthesis of Diaryl Ethers Through C(sp2)–H Alkylation with Nitroalkanes." Synlett 29, no. 16 (2018): 2155–60. http://dx.doi.org/10.1055/s-0037-1609581.

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We report studies toward a small-molecule-catalytic approach to access atropisomeric diaryl ethers that proceeds through a C(sp2)–H alkylation using nitroalkanes as the alkyl source. A quaternary ammonium salt derived from quinine, containing a sterically hindered urea at the C-9 position, was found to effect atroposelective C(sp2)–H alkylation with moderate to good enantioselectivities across several naphthoquinone-containing diaryl ethers. Products could then be isolated in >95:5 er after one round of trituration. For several substrates that were evaluated, we obtained nitroethylated prod

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18

Rashmi, P., Gopal Krishna Rao, Kshama Devi, B. G. Shivananda, G. R. Swetha, and G. A. Suneetha. "Novel Aryl Ether Derivatives as Antiinflammatory and Analgesics." E-Journal of Chemistry 8, no. 3 (2011): 1401–7. http://dx.doi.org/10.1155/2011/545403.

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The diaryl ether moieties have attracted considerable attention of medicinal chemists as they are endowed with a wide range of diverse biological activities. The present study involves synthesis, characterization of some new aryl ethers and evaluation of their antiinflammatory and analgesic activity. A series of new aryl ether derivatives[4(a-h), 5]were prepared by Ullmann’s ether condensation. The structures of new compounds are supported by their IR,1H NMR and Mass spectra. The new derivatives were evaluated for their antiinflammatory and analgesic activity. Among the tested, compound3has sh

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19

Nejati, Kamellia, Sheida Ahmadi, Mohammad Nikpassand, Parvaneh Delir Kheirollahi Nezhad, and Esmail Vessally. "Diaryl ethers synthesis: nano-catalysts in carbon-oxygen cross-coupling reactions." RSC Advances 8, no. 34 (2018): 19125–43. http://dx.doi.org/10.1039/c8ra02818d.

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20

Tanii, Saori, Mieko Arisawa, and Masahiko Yamaguchi. "Acid-catalyzed synthesis of condensed polycyclic diaryl ethers from arenols." Chemical Communications 55, no. 93 (2019): 14078–80. http://dx.doi.org/10.1039/c9cc07172e.

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21

Qian, Xiaofei, Jianwei Han, and Limin Wang. "tert-Butoxide mediated cascade desulfonylation/arylation/hydrolysis of cyclic sulfonyimines using diaryliodonium salts: synthesis of diaryl ether derivatives bearing a 2-aldehyde group." RSC Advances 6, no. 92 (2016): 89234–37. http://dx.doi.org/10.1039/c6ra19313g.

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22

Xu, Hui, and Hong-Feng Li. "One-pot Microwave-assisted Tandem Deprotection of Arylmethanesulfonates / SNAr Reaction for K2CO3-mediated C(Aryl)–O Bond Formation." Zeitschrift für Naturforschung B 62, no. 9 (2007): 1183–86. http://dx.doi.org/10.1515/znb-2007-0912.

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One-pot microwave-assisted tandem deprotection of arylmethanesulfonates / nucleophilic aromatic substitution reaction (SNAr) with activated aryl halides to synthesize asymmetrical diaryl ethers is described.

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23

Ha, Nguyen Van Vinh, Nguyen Thi Thu Ha, Ong Ngoc Khanh, Dinh Truc Phuong, Ho Thanh Nhat, and Nguyen Thanh Tung. "Copper promoted, directed sulfenylation and phenoxylation of benzamide C−H bonds." Vietnam Journal of Chemistry 61, no. 2 (2023): 204–9. http://dx.doi.org/10.1002/vjch.202200119.

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AbstractHerein we reported a method for copper pivalate mediated, directed functionalization of ortho C−H bonds in (2‐methylthio)aniline benzamides. Diaryl disulfides were used for thiolation, while successful phenoxylation was obtained with phenol as the coupling agent. Our report marks a rare example for flexible transformation of benzamide C(sp2)−H bonds into the corresponding unsymmetrical diaryl ethers and thioethers.

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24

Crimmin, Michael J., and Allan G. Brown. "Synthesis of diaryl ethers from tyrosine derivatives." Tetrahedron Letters 31, no. 14 (1990): 2017–20. http://dx.doi.org/10.1016/s0040-4039(00)88904-2.

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25

Bünz, Patricia V., and Stefan Schmidt. "The microbial degradation of halogenated diaryl ethers." Biotechnology Advances 15, no. 3-4 (1997): 621–32. http://dx.doi.org/10.1016/s0734-9750(97)00040-2.

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26

Moradi, Parisa, and Maryam Hajjami. "Magnetization of graphene oxide nanosheets using nickel magnetic nanoparticles as a novel support for the fabrication of copper as a practical, selective, and reusable nanocatalyst in C–C and C–O coupling reactions." RSC Advances 11, no. 42 (2021): 25867–79. http://dx.doi.org/10.1039/d1ra03578a.

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27

Bashir, Muhammad Adnan, Langyu Tang, Longjie Li, et al. "Formal dual C(sp²)–H cross-dehydrogenative C–O bond formation to construct highly functionalized diaryl ethers with O₂." Organic Chemistry Frontiers 9, no. 8 (2022): 2249–55. http://dx.doi.org/10.1039/d1qo01942b.

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28

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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29

Pulley, Shon R., Subhabrata Sen, Andrei Vorogushin, and Erika Swanson. "Diaryl Ethers Using Fischer Chromium Carbene Mediated Benzannulation." Organic Letters 1, no. 11 (1999): 1721–23. http://dx.doi.org/10.1021/ol990949u.

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30

Li, Feng, Quanrui Wang, Zongbiao Ding, and Fenggang Tao. "Microwave-Assisted Synthesis of Diaryl Ethers without Catalyst." Organic Letters 5, no. 12 (2003): 2169–71. http://dx.doi.org/10.1021/ol0346436.

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31

Bhattarai, Bijay T., Sarju Adhikari, Elizabeth A. Kimball, et al. "Palladium-catalyzed ortho-halogenation of diaryl oxime ethers." Tetrahedron Letters 55, no. 34 (2014): 4801–6. http://dx.doi.org/10.1016/j.tetlet.2014.06.080.

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32

Sephton, M. A., C. V. Looy, R. J. Veefkind, H. Visscher, H. Brinkhuis, and J. W. de Leeuw. "Cyclic diaryl ethers in a Late Permian sediment." Organic Geochemistry 30, no. 4 (1999): 267–73. http://dx.doi.org/10.1016/s0146-6380(99)00002-9.

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33

Siskin, Michael, Alan R. Katritzky, and Marudai Balasubramanian. "Aqueous organic chemistry. 4. Cleavage of diaryl ethers." Energy & Fuels 5, no. 5 (1991): 770–71. http://dx.doi.org/10.1021/ef00029a028.

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34

Wilkes, H., W. Francke, R. M. Wittich, H. Harms, S. Schmidt, and P. Fortnagel. "Mechanistic investigations on microbial degradation of diaryl ethers." Naturwissenschaften 79, no. 6 (1992): 269–71. http://dx.doi.org/10.1007/bf01175393.

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35

Marcoux, Jean-François, Sven Doye, and Stephen L. Buchwald. "A General Copper-Catalyzed Synthesis of Diaryl Ethers." Journal of the American Chemical Society 119, no. 43 (1997): 10539–40. http://dx.doi.org/10.1021/ja971901j.

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36

Lennartson, Anders, Anna Hedström, and Mikael Håkansson. "Spontaneous Generation of Chirality in Simple Diaryl Ethers." Chirality 27, no. 7 (2015): 425–29. http://dx.doi.org/10.1002/chir.22460.

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37

Kovács, Édua, Hazhmat Ali, Renáta Minorics, et al. "Synthesis and Antiproliferative Activity of Steroidal Diaryl Ethers." Molecules 28, no. 3 (2023): 1196. http://dx.doi.org/10.3390/molecules28031196.

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Novel 13α-estrone derivatives have been synthesized via direct arylation of the phenolic hydroxy function. Chan–Lam couplings of arylboronic acids with 13α-estrone as a nucleophilic partner were carried out under copper catalysis. The antiproliferative activities of the newly synthesized diaryl ethers against a panel of human cancer cell lines (A2780, MCF-7, MDA-MB 231, HeLa, SiHa) were investigated by means of MTT assays. The quinoline derivative displayed substantial antiproliferative activity against MCF-7 and HeLa cell lines with low micromolar IC50 values. Disturbance of tubulin polymeriz

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38

Dong, Yafang, Masahiko Sakai, Kazuto Fuji, Kohei Sekine, and Yoichiro Kuninobu. "Synthesis of six-membered silacycles by borane-catalyzed double sila-Friedel–Crafts reaction." Beilstein Journal of Organic Chemistry 16 (March 17, 2020): 409–14. http://dx.doi.org/10.3762/bjoc.16.39.

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We have developed a catalytic synthetic method to prepare phenoxasilins. A borane-catalyzed double sila-Friedel–Crafts reaction between amino group-containing diaryl ethers and dihydrosilanes can be used to prepare a variety of phenoxasilin derivatives in good to excellent yields. The optimized reaction conditions were also applicable for diaryl thioethers to afford their corresponding six-membered silacyclic products. The gram-scale synthesis of a representative bis(dimethylamino)phenoxasilin and the transformation of its amino groups have also been demonstrated.

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39

Martynov, Matvei Yu, Roman O. Iakovenko, Anna N. Kazakova, Irina A. Boyarskaya, and Aleksander V. Vasilyev. "Acid-promoted cyclization of 2,4-diaryl-1,1,1-trifluorobut-3-en-2-oles and their TMS-ethers into CF3-indenes." Organic & Biomolecular Chemistry 15, no. 12 (2017): 2541–50. http://dx.doi.org/10.1039/c7ob00406k.

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40

Lv, Ningning, Zhengkai Chen, Shuling Yu, Zhanxiang Liu, and Yuhong Zhang. "Nickel-catalyzed dual C(sp2)–H activation of arenes: a new route to diaryl ethers." Organic Chemistry Frontiers 7, no. 16 (2020): 2224–29. http://dx.doi.org/10.1039/d0qo00655f.

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Diaryl ethers are synthesized directly from simple arenes for the first time through dual C(sp<sup>2</sup>)–H activation with the aid of a bidentate auxiliary by nickel catalysis. The auxiliary can be removed smoothly under mild reaction conditions.

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41

Rafael, Raphaela Azevedo, Fabio Bellot Noronha, Eric Marceau, and Robert Wojcieszak. "Conversion of Dimeric Diaryl Ethers over SiO2- and HZSM5-Supported Pd and Ru Catalysts: A Focus on the Role of the Metal and Acidity." Catalysts 13, no. 4 (2023): 783. http://dx.doi.org/10.3390/catal13040783.

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The effect of metal and support acidity on the hydroconversion of dimeric aryl ethers, used as model molecules for lignin, is still under debate, both in terms of hydrogenolysis (cleavage of the ether bond) and formation of by-products (coupling of aromatic monomers to dimers by alkylation reaction). Their role is investigated here in the conversion of three typical molecules representative of the α-O-4, β-O-4, and 4-O-5 ether linkages of lignin, respectively, benzyl phenyl ether (BPE), phenethoxybenzene (PEB), and diphenyl ether (DPE), at 503 K, under 18 bar of H2 in decalin. Ru- and Pd-based

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42

Al-Zoubi, Raed M., Reem M. Altamimi, Walid K. Al-Jammal, et al. "CuI-Catalyzed Ullmann-Type Coupling of Phenols and Thiophenols with 5-Substituted 1,2,3-Triiodobenzenes: Facile Synthesis of Mammary Carcinoma Inhibitor BTO-956 in One Step." Synthesis 53, no. 15 (2021): 2665–75. http://dx.doi.org/10.1055/a-1458-2980.

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AbstractA facile and unprecedented synthesis of 2,3-diiodinated or 2,6-diiodinated diaryl ether/thioether derivatives through regioselective Ullmann-type cross couplings of 5-substituted 1,2,3-triiodobenzenes and phenols/thiophenols is described. Remarkably, the coupling reactions are simply controlled by the type of nucleophiles and the nature of C5 substituent at 1,2,3-triiodoarenes providing the internal or terminal coupling products in high regioselectivity and good isolated yields. Noticeable steric and electronic effects were clearly observed on both 1,2,3-triiodoarenes and nucleophiles.

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43

Janissek, Paulo R., Vera L. Pardini, and Hans Viertler. "Anodic cleavage of carbon–oxygen bonds in diaryl ethers." J. Chem. Soc., Chem. Commun., no. 8 (1987): 576–77. http://dx.doi.org/10.1039/c39870000576.

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44

Čermák, Jan K., and Vladimír Církva. "Copper-mediated synthesis of mono- and dichlorinated diaryl ethers." Tetrahedron Letters 55, no. 30 (2014): 4185–88. http://dx.doi.org/10.1016/j.tetlet.2014.06.035.

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45

Korobkov, V. Yu, and I. V. Kalechits. "Correlation between the structure and reactivity of diaryl ethers." Fuel Processing Technology 22, no. 1 (1989): 1–4. http://dx.doi.org/10.1016/0378-3820(89)90057-x.

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46

CRIMMIN, M. J., and A. G. BROWN. "ChemInform Abstract: Synthesis of Diaryl Ethers from Tyrosine Derivatives." ChemInform 22, no. 5 (2010): no. http://dx.doi.org/10.1002/chin.199105164.

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47

MOREAU, P., G. GUILLAUMET, and G. COUDERT. "ChemInform Abstract: Synthesis of Diaryl Ethers with Different Functionalities." ChemInform 25, no. 31 (2010): no. http://dx.doi.org/10.1002/chin.199431050.

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48

Huang, Xian, Qing Zhu, and Yongxi Xu. "SYNTHESIS OF POLYMERIC DIARYLIODONIUM SALTS AND ITS USE IN PREPARATION OF DIARYL SULFIDES AND DIARYL ETHERS." Synthetic Communications 31, no. 18 (2001): 2823–28. http://dx.doi.org/10.1081/scc-100105332.

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49

Tanahashi, Takao, Duy Hoang Le, and Yukiko Takenaka. "Depsidones and Diaryl Ethers from the Vietnamese Lichen Parmotrema mellisii." HETEROCYCLES 95, no. 2 (2017): 775. http://dx.doi.org/10.3987/com-16-s(s)41.

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50

Kharul, Rajendra K., Archana Gite, Amitgiri Goswami, Mukul Jain, Bipin Pandey, and Pankaj R. Patel. "Efficient Synthesis of Structurally Novel Diaryl Ethers by Regioselective Functionalization." Synthetic Communications 38, no. 23 (2008): 4282–94. http://dx.doi.org/10.1080/00397910802326547.

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