Tetramethylguanidine as an Inexpensive and Efficient Ligand for the Palladium-Catalyzed Heck Reaction

Abstract An inexpensive and efficient Pd(OAc) 2 /tetra­methylguanidine (TMG) or PdCl 2 /TMG catalytic system has been developed for the Heck reaction of an olefin with an aryl halide. The TONs were up to 1000000 when iodobenzene was used as the ­substrate with butyl acrylate as the reactant. In addi...

Full description

Saved in:
Bibliographic Details
Published in:Synlett 2005-08, Vol.2005 (12), p.1885-1888
Main Authors: Li, Shenghai, Xie, Haibo, Zhang, Suobo, Lin, Yingjie, Xu, Jianing, Cao, Jungang
Format: Article
Language:English
Subjects:
letter
Citations: Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Abstract An inexpensive and efficient Pd(OAc) 2 /tetra­methylguanidine (TMG) or PdCl 2 /TMG catalytic system has been developed for the Heck reaction of an olefin with an aryl halide. The TONs were up to 1000000 when iodobenzene was used as the ­substrate with butyl acrylate as the reactant. In addition, [Pd(TMG) 4 ]Cl 2 (H 2 O) 8 , an air-stable compound, effectively pro­moted the Heck reaction, which demonstrated that TMG acted as a ligand in this reaction system.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2005-871581