Highly Efficient Heck Reactions of Aryl Bromides with n-Butyl Acrylate Mediated by a Palladium/Phosphine-Imidazolium Salt System

Chuluo Yang, Hon Man Lee, Steven P. Nolan

Research output: Contribution to journalArticle

284 Citations (Scopus)

Abstract

matrix presented A new phosphine-imidazolium salt, L·HBr (1, L = (1-ethylenediphenylphosphino-3-(mesityl))imidazol-2-ylidene), has been prepared. A combination of 0.5 mol % of Pd(dba)2 and 0.5 mol % of L·HBr in the presence of 2 equiv of Cs2CO3 as base has proven to be highly efficient in the Heck coupling reactions of aryl bromides (from electron-deficient to electron-rich aryl bromides) with n-butyl acrylate.

Original languageEnglish
Pages (from-to)1511-1514
Number of pages4
JournalOrganic Letters
Volume3
Issue number10
DOIs
Publication statusPublished - 2001 May 17

Fingerprint

phosphine
Palladium
acrylates
Bromides
phosphines
palladium
bromides
Salts
Electrons
salts
imidazoles
electrons
matrices
n-butyl acrylate

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

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abstract = "matrix presented A new phosphine-imidazolium salt, L·HBr (1, L = (1-ethylenediphenylphosphino-3-(mesityl))imidazol-2-ylidene), has been prepared. A combination of 0.5 mol {\%} of Pd(dba)2 and 0.5 mol {\%} of L·HBr in the presence of 2 equiv of Cs2CO3 as base has proven to be highly efficient in the Heck coupling reactions of aryl bromides (from electron-deficient to electron-rich aryl bromides) with n-butyl acrylate.",
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Highly Efficient Heck Reactions of Aryl Bromides with n-Butyl Acrylate Mediated by a Palladium/Phosphine-Imidazolium Salt System. / Yang, Chuluo; Lee, Hon Man; Nolan, Steven P.

In: Organic Letters, Vol. 3, No. 10, 17.05.2001, p. 1511-1514.

Research output: Contribution to journalArticle

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T1 - Highly Efficient Heck Reactions of Aryl Bromides with n-Butyl Acrylate Mediated by a Palladium/Phosphine-Imidazolium Salt System

AU - Yang, Chuluo

AU - Lee, Hon Man

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PY - 2001/5/17

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N2 - matrix presented A new phosphine-imidazolium salt, L·HBr (1, L = (1-ethylenediphenylphosphino-3-(mesityl))imidazol-2-ylidene), has been prepared. A combination of 0.5 mol % of Pd(dba)2 and 0.5 mol % of L·HBr in the presence of 2 equiv of Cs2CO3 as base has proven to be highly efficient in the Heck coupling reactions of aryl bromides (from electron-deficient to electron-rich aryl bromides) with n-butyl acrylate.

AB - matrix presented A new phosphine-imidazolium salt, L·HBr (1, L = (1-ethylenediphenylphosphino-3-(mesityl))imidazol-2-ylidene), has been prepared. A combination of 0.5 mol % of Pd(dba)2 and 0.5 mol % of L·HBr in the presence of 2 equiv of Cs2CO3 as base has proven to be highly efficient in the Heck coupling reactions of aryl bromides (from electron-deficient to electron-rich aryl bromides) with n-butyl acrylate.

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