On the Role of Additives in Alkyl-alkyl Negishi Cross-couplings

Overview

Journal Chem Commun (Camb)

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2010 Jun 4

PMID 20520876

Citations 9

Authors

George T Achonduh

Niloufar Hadei

Cory Valente

Stephanie Avola

Christopher J OBrien

Michael G Organ

Affiliations

Soon will be listed here.

Abstract

An additives study for the alkyl-alkyl Negishi reaction using an NHC-Pd catalyst revealed that bromide salts promote coupling while the cation is mechanistically benign. A double titration revealed that the cross-coupling begins at a 1 : 1 ratio of LiBr : (n)BuZnBr, suggesting that a higher-order zincate, presumably Li(m)Zn((n)Bu)Br(3)((2-m)-), is the active transmetalating agent.

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