Palladium-catalyzed cross-coupling reactions between organic tellurides and alkenes

Yoshiaki Nishibayashi; Chan Sik Cho; Sakae Uemura

doi:10.1016/0022-328X(95)05763-F

Palladium-catalyzed cross-coupling reactions between organic tellurides and alkenes

Yoshiaki Nishibayashi, Chan Sik Cho, Sakae Uemura

Department of Applied Chemistry

Kyoto University

Research output: Contribution to journal › Article › peer-review

57 Scopus citations

Abstract

Diaryl tellurides, alkenyl aryl tellurides and dialkenyl tellurides react efficiently with various alkenes in methanol in the presence of a catalytic amount of PdCl₂ together with AgOAc and Et₃ N to give the corresponding aryl- and alkenyl-substituted alkenes with moderate to quantitative yields. Both monomeric and dimeric palladium complexes, (Ph₂Te)₂PdCl₂ and [(Ph₂Te)PdCl₂]₂ respectively, react readily with alkenes to give a high yield of phenyl-substituted alkenes. The key step of this coupling reaction is proposed to be the migration of an organic moiety from Te to Pd (transmetallation) in organic telluride-PdCl₂ complexes to afford organopalladium species.

Original language	English
Pages (from-to)	197-200
Number of pages	4
Journal	Journal of Organometallic Chemistry
Volume	507
Issue number	1-2
DOIs	https://doi.org/10.1016/0022-328X(95)05763-F
State	Published - 25 Jan 1996

Keywords

Alkene
Catalysis
Palladium
Tellurium

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10.1016/0022-328X(95)05763-F

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title = "Palladium-catalyzed cross-coupling reactions between organic tellurides and alkenes",

abstract = "Diaryl tellurides, alkenyl aryl tellurides and dialkenyl tellurides react efficiently with various alkenes in methanol in the presence of a catalytic amount of PdCl2 together with AgOAc and Et3 N to give the corresponding aryl- and alkenyl-substituted alkenes with moderate to quantitative yields. Both monomeric and dimeric palladium complexes, (Ph2Te)2PdCl2 and [(Ph2Te)PdCl2]2 respectively, react readily with alkenes to give a high yield of phenyl-substituted alkenes. The key step of this coupling reaction is proposed to be the migration of an organic moiety from Te to Pd (transmetallation) in organic telluride-PdCl2 complexes to afford organopalladium species.",

keywords = "Alkene, Catalysis, Palladium, Tellurium",

author = "Yoshiaki Nishibayashi and Cho, {Chan Sik} and Sakae Uemura",

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T1 - Palladium-catalyzed cross-coupling reactions between organic tellurides and alkenes

AU - Nishibayashi, Yoshiaki

AU - Cho, Chan Sik

AU - Uemura, Sakae

PY - 1996/1/25

Y1 - 1996/1/25

N2 - Diaryl tellurides, alkenyl aryl tellurides and dialkenyl tellurides react efficiently with various alkenes in methanol in the presence of a catalytic amount of PdCl2 together with AgOAc and Et3 N to give the corresponding aryl- and alkenyl-substituted alkenes with moderate to quantitative yields. Both monomeric and dimeric palladium complexes, (Ph2Te)2PdCl2 and [(Ph2Te)PdCl2]2 respectively, react readily with alkenes to give a high yield of phenyl-substituted alkenes. The key step of this coupling reaction is proposed to be the migration of an organic moiety from Te to Pd (transmetallation) in organic telluride-PdCl2 complexes to afford organopalladium species.

AB - Diaryl tellurides, alkenyl aryl tellurides and dialkenyl tellurides react efficiently with various alkenes in methanol in the presence of a catalytic amount of PdCl2 together with AgOAc and Et3 N to give the corresponding aryl- and alkenyl-substituted alkenes with moderate to quantitative yields. Both monomeric and dimeric palladium complexes, (Ph2Te)2PdCl2 and [(Ph2Te)PdCl2]2 respectively, react readily with alkenes to give a high yield of phenyl-substituted alkenes. The key step of this coupling reaction is proposed to be the migration of an organic moiety from Te to Pd (transmetallation) in organic telluride-PdCl2 complexes to afford organopalladium species.

KW - Alkene

KW - Catalysis

KW - Palladium

KW - Tellurium

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U2 - 10.1016/0022-328X(95)05763-F

DO - 10.1016/0022-328X(95)05763-F

M3 - Article

AN - SCOPUS:0030600641

SN - 0022-328X

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SP - 197

EP - 200

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 1-2

ER -

Palladium-catalyzed cross-coupling reactions between organic tellurides and alkenes

Abstract

Keywords

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