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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 6, 1976 - Issue 1
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Original Articles

A Simplified Wittig Synthesis of Substituted Styrenes

R. Broos Rijksuniversiteit Gent, Laboratorium voor Organische Chemie, Krijgslaan 271 (S4. bis), B-9000, Gent, Belgium
&
M. Anteunis Rijksuniversiteit Gent, Laboratorium voor Organische Chemie, Krijgslaan 271 (S4. bis), B-9000, Gent, Belgium
Pages 53-57 | Received 30 Sep 1975, Published online: 05 Dec 2006

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Li-Min Man, Yang-Li Chen, Rui-Lian Zhang, Jun-Wei Xu, Zi-Qi Guo, Yong-Quan Zeng, Zhuo-Hong Yang, Le-Min Yang & Chun-Lin Ni. (2017) Synthesis, crystal structure, and optical, thermal, and magnetic properties of a new molecular solid based on bis(maleonitriledithiolate)copper(II) anion and 3-bromobenzyl triphenylphosphonium. Inorganic and Nano-Metal Chemistry 47:10, pages 1462-1467.
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Hui-Qing Ye, Ye-Long Qian, Yan-Hui Pan, Man-Na Li, Xue-ni Lin, Xiao-Xu Zheng, Hua-Tang Cai, Xiao-Ping Liu, Le-Min Yang & Jia-Rong Zhou. (2016) Syntheses, Crystal Structures, and Weak Interactions of Two 4-Substituted Benzyl Triphenylphosphonium Salts Containing Tetrachloromanganate(II) Anion. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 46:4, pages 495-501.
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Hui-Qing Ye, Dong-Dong Zhou, Xiao-Qi Cai, Jing-Jing Yang, Ye-Long Qian, Li-Jie Su, Xiao-Ping Liu, Le-Min Yang, Jia-Rong Zhou & Chun-Lin Ni. (2014) Syntheses, Characterization, and Crystal Structures of Two Tetrachlorocobaltate(II) Salts With 4-Substituted Benzyl Triphenylphosphonium. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 44:5, pages 672-677.
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Xing Chen, Shu-Lin Dai, Zhi-Peng Cheng, Li-Bo Liang, Song Han, Jin-Fang Liu, Jia-Rong Zhou, Le-Min Yang & Chun-Lin Ni. (2012) Syntheses, Crystal Structures, and Magnetic Properties of Two Hybrid Materials Self-Assembly from Tetra(isothiocyanate)cobalt(II) Anion and Substituted Benzyl Triphenylphosphinium. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 42:7, pages 987-993.
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Wei-Qiang Chen, Dong-Dong Zhou, Mei-Hua Feng, Yao-Qiong Peng, Song Han, Xing Chen, Xiao-Ping Liu, Le-Min Yang, Jia-Rong Zhou & Chun-Lin Ni. (2012) Syntheses, Crystal Structures, Weak Interactions, and Magnetic Properties of Two Tetrachloromanganate(II) Salts With Substituted Benzyl Triphenylphosphonium. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 42:6, pages 857-863.
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Wei-Qiang Chen, Mei-Hua Feng, Dong-Dong Zhou, Yao-Qiong Peng, Song Han, Xiao-Ping Liu, Le-Min Yang, Jia-Rong Zhou & Chun-Lin Ni. (2012) Two Tetrachlorocobaltate(II) Salts With Substituted Benzyl Triphenylphosphonium: Syntheses, Crystal Structures, Weak Interactions, and Magnetic Properties. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 42:6, pages 811-817.
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Jinlong Wu, Dan Li & Da Zhang. (2005) Aqueous Wittig Reactions of Aldehydes with In Situ Formed Semistabilized Phosphorus Ylides. Synthetic Communications 35:19, pages 2543-2551.
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Jinlong Wu, Da Zhang & Shaoyong Wei. (2005) Wittig Reactions of Stabilized Phosphorus Ylides with Aldehydes in Water. Synthetic Communications 35:9, pages 1213-1222.
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David Beeman, Charles Wenger & HowardD. Perlmutter. (1983) A Simple Regiospecific Synthesis of Monodeuterioalkenes from Non-Deuterated Precursors via the Wittig Reaction Using Deuterated Solvents and Bases. Synthetic Communications 13:10, pages 853-861.
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L. Astheimer, H.J. Schenk, E.G. Witte & K. Schwochau. (1983) Development of Sorbers for the Recovery of Uranium from Seawater. Part 2. The Accumulation of Uranium from Seawater by Resins Containing Amidoxime and Imidoxime Functional Groups. Separation Science and Technology 18:4, pages 307-339.
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M. Delmas, Y. Le Bigot, A. Gaset & J.P. Gorrichon. (1981) A Simplified Wittig Synthesis Using Solid/Liquid Transfer Processes. Synthetic Communications 11:2, pages 125-132.
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Tony Farrell, Timo Meyer-Friedrichsen, Jürgen Heck & Anthony R. Manning. (2000) Linear and Nonlinear Optical Properties of Diiron μ-Vinylcarbyne Acceptor and Stilbenyl Donor Based Chromophores. Organometallics 19:17, pages 3410-3419.
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Yongmin Liang, Shengjun Luo, Chaomin Liu, Xiaoli Wu & Yongxiang Ma. (2000) Stereoselective Heck-type Cross-Coupling Reactions of Iodine Heterocyclic Compounds with Olefins. Tetrahedron 56:19, pages 2961-2965.
Crossref
Heinz Durr, Aboel-Magd A Abdel-Wahab, Mohamed T Ismail & Omima S Mohamed. (2000) Multiplicity and selectivity of cyclopent[a]acenaphthylenylidene. Journal of Photochemistry and Photobiology A: Chemistry 132:3, pages 167-173.
Crossref
Frank Sieber, Paul Wentworth, Jonathan D. Toker, Anita D. Wentworth, William A. Metz, Neal N. Reed & Kim D. Janda. (1999) Development and Application of a Poly(ethylene glycol)-Supported Triarylphosphine Reagent:  Expanding the Sphere of Liquid-Phase Organic Synthesis. The Journal of Organic Chemistry 64:14, pages 5188-5192.
Crossref
Matthew G Russell & Stuart Warren. (1998) Wittig reactions in water. Synthesis of new water-soluble phosphonium salts and their reactions with substituted benzaldehydes. Tetrahedron Letters 39:43, pages 7995-7998.
Crossref
Abdel‐Magd A. Abdel‐Wahab, Mohamed T. Ismail, Omima S. Mohamed, Heinz Dürr & Yinmin Ma. (2006) 4,5‐Diazafluorenylidene: Preparation, Reactivity, Multiplicity, and Selectivity Studies. Liebigs Annalen 1997:7, pages 1611-1618.
Crossref
M. Makosza & M. Fedorynski. 1997. Handbook of Phase Transfer Catalysis. Handbook of Phase Transfer Catalysis 135 167 .
Xi-Kui Jiang, Guo-Zhen Ji & Daniel Ze-Rong Wang. (1996) The spin-delocalization substituent parameter σjj. Part 10. The spin-delocalizing abilities of the para-trifluorovinyl and para-acetoxy groups. synthesis of para-trifluorovinyl-, para-vinyland para-acetoxy-α,β,β-trifluorostyrenes. Journal of Fluorine Chemistry 79:2, pages 173-178.
Crossref
E. J. Corey & Mark C. Noe. (1996) Kinetic Investigations Provide Additional Evidence That an Enzyme-like Binding Pocket Is Crucial for High Enantioselectivity in the Bis-Cinchona Alkaloid Catalyzed Asymmetric Dihydroxylation of Olefins. Journal of the American Chemical Society 118:2, pages 319-329.
Crossref
Günter Wulff & Stefan Gladow. (2003) On the chirality of polyvinyl compounds, 19 Influence of double bond position on the asymmetric cyclocopolymerization. Macromolecular Chemistry and Physics 196:10, pages 3341-3351.
Crossref
A. Jonqui�res, D. Roizard & P. Lochon. (1994) Synthesis of a new styrene monomer: the 3-chloro-4-nitrostyrene. Polymer Bulletin 33:4, pages 389-395.
Crossref
Cheung-Bok Jeoung, Oliver Haak, Walter Grahn & Peter Boldt. (1993) Arylazostilbene und -tolane durch Heck-Reaktion. Journal f�r Praktische Chemie/Chemiker-Zeitung 335:6, pages 521-531.
Crossref
Sao‐Wei Li, Yao‐Zeng Huang & Li‐Lan Shi. (2006) A Novel Methylenation Method of aldehydes Mediated by Dibutyl Telluride. Chemische Berichte 123:6, pages 1441-1442.
Crossref
Peter WENDE, Frithjof‐Hans BERNHARDT & Karl PFLEGER. (2005) Substrate‐modulated reactions of putidamonooxin. European Journal of Biochemistry 181:1, pages 189-197.
Crossref
Winnfried Hasel & H. M. R. Hoffmann. (2006) Regio‐ and Stereoselective Transformations of 3,3,5,5‐Tetramethylcyclohexane Derivatives Oxygenations, Annulations, and S N 2′‐Reactions . Chemische Berichte 121:8, pages 1461-1467.
Crossref
René Broos & Marc J. O. Anteunis. (2010) The reaction of benzyltriphenylarsonium ylides with aldehydes. A note about the mechanism of the wittig reaction. Bulletin des Sociétés Chimiques Belges 97:4, pages 271-280.
Crossref
Li Donxia, Wu Dexian, Li Yaozhong & Zhao Huaming. (1986) Kinetics and linear free energy relationship of wittig reaction between substituted benzaldehydes and substituted benzylidenetriphenylphosphorane. Tetrahedron 42:15, pages 4161-4167.
Crossref
William H. Daly & Saad Moulay. (2007) Synthesis of poly (vinylcatechols). Journal of Polymer Science: Polymer Symposia 74:1, pages 227-242.
Crossref
R. Broos & M. J. O. Anteunis. (2010) New Preparations of P‐Nitrophenylcyclopropane. Bulletin des Sociétés Chimiques Belges 95:2, pages 135-138.
Crossref
M.Jean Farrall, Michele Alexis & Mark Trecarten. (1983) Chemically modified polystyrene containing pendant vinyl groups: a photosensitive polymer exhibiting chemical amplification. Polymer 24:1, pages 114-116.
Crossref
Bruno Bömer & Hermann Hagemann. (2003) Polytrifluormethylstyrole, eine polymerklasse mit aussergewöhnlichen optischen eigenschaften. Die Angewandte Makromolekulare Chemie 109:1, pages 285-293.
Crossref
Peter Wende, Karl Pfleger & Frithjof-Hans Bernhardt. (1982) Dioxygen activation by putidamonooxin: Substrate-modulated reaction of activated dioxygen. Biochemical and Biophysical Research Communications 104:2, pages 527-532.
Crossref
Robert P. Hanzlik & John S.A. Walsh. (1980) Halogenated epoxides and related compounds as inhibitors of epoxide hydrase. Archives of Biochemistry and Biophysics 204:1, pages 255-263.
Crossref
MIECZYSLAW MĄKOSZA. 1980. Survey of Progress in Chemistry Volume 9. Survey of Progress in Chemistry Volume 9 1 53 .
M. Delmas, Y. Le Bigot & A. Gaset. (1980) Comparaison entre le role de l'eau et celui d'un ether couronne dans le cadre de la reaction de wittig realisee en milieu heterogene : liquide-solide. Tetrahedron Letters 21:50, pages 4831-4834.
Crossref
R. La?E. Ucciani. (1978) Substituent effects in the cobalt and rhodium catalyzed hydroformylation of ring substituted styrenes. Journal of Molecular Catalysis 4:6, pages 401-410.
Crossref
Günter Wulff & Ahmed Akelah. (2003) Enzyme‐analogue built polymers, 6. Synthesis of 5‐vinylsalicylaldehyde and a simplified synthesis of some divinyl derivatives. Die Makromolekulare Chemie 179:11, pages 2647-2651.
Crossref
. 1978. Compendium of Organic Synthetic Methods. Compendium of Organic Synthetic Methods 305 335 .
Eckehard V. Dehmlow. (2003) Advances in Phase‐Transfer Catalysis [New synthetic methods (20)]. Angewandte Chemie International Edition in English 16:8, pages 493-505.
Crossref
Eckehard V. Dehmlow. (1977) Fortschritte der Phasentransfer-Katalyse. Angewandte Chemie 89:8, pages 521-533.
Crossref
J. Rebek, F. Gavina & C. Navarro. (1977) The three-phase test: the conant-swan reaction. Tetrahedron Letters 18:35, pages 3021-3022.
Crossref
William P. Weber & George W. GokelWilliam P. Weber & George W. Gokel. 1977. Phase Transfer Catalysis in Organic Synthesis. Phase Transfer Catalysis in Organic Synthesis 234 241 .
R. BROSS & M. ANTEUNIS. (2016) ChemInform Abstract: A SIMPLIFIED WITTIG SYNTHESIS OF SUBSTITUTED STYRENES. Chemischer Informationsdienst 7:24.
Crossref

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