Efficient cross-coupling reactions of aryl chlorides and bromides with phenyl- or vinyltrimethoxysilane mediated by a palladium/imidazolium chloride system

Hon Man Lee; Steven P. Nolan

doi:10.1021/ol005956t

Efficient cross-coupling reactions of aryl chlorides and bromides with phenyl- or vinyltrimethoxysilane mediated by a palladium/imidazolium chloride system

Hon Man Lee, Steven P. Nolan

Department of Chemistry

Research output: Contribution to journal › Article

234 Citations (Scopus)

Abstract

diagram presented A combination of palladium acetate and the imidazolium salt IPr-HCI (1, IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) has proven to be highly efficient in the cross coupling reactions of aryl bromides and electron-deficient aryl chlorides with phenyltrimethoxysilane or vinyltrimethoxysilane. The catalytic performance of this system was found to be comparable to that of systems using PCy₃ and P(o-tol)3.

Original language	English
Pages (from-to)	2053-2055
Number of pages	3
Journal	Organic Letters
Volume	2
Issue number	14
DOIs	https://doi.org/10.1021/ol005956t
Publication status	Published - 2000 Jul 13

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All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Cite this

Lee, H. M., & Nolan, S. P. (2000). Efficient cross-coupling reactions of aryl chlorides and bromides with phenyl- or vinyltrimethoxysilane mediated by a palladium/imidazolium chloride system. Organic Letters, 2(14), 2053-2055. https://doi.org/10.1021/ol005956t

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N2 - diagram presented A combination of palladium acetate and the imidazolium salt IPr-HCI (1, IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) has proven to be highly efficient in the cross coupling reactions of aryl bromides and electron-deficient aryl chlorides with phenyltrimethoxysilane or vinyltrimethoxysilane. The catalytic performance of this system was found to be comparable to that of systems using PCy3 and P(o-tol)3.

AB - diagram presented A combination of palladium acetate and the imidazolium salt IPr-HCI (1, IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) has proven to be highly efficient in the cross coupling reactions of aryl bromides and electron-deficient aryl chlorides with phenyltrimethoxysilane or vinyltrimethoxysilane. The catalytic performance of this system was found to be comparable to that of systems using PCy3 and P(o-tol)3.

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10.1021/ol005956t