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The First Thiadiazolidine 1‐Oxide System for Phosphine‐Free Palladium‐Mediated Catalysis
Author(s) -
Buckley Benjamin R.,
Neary Stephen P.
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200800522
Subject(s) - chemistry , palladium , catalysis , phosphine oxide , ligand (biochemistry) , aryl , phosphine , oxide , organic chemistry , heck reaction , palladium catalyst , biochemistry , alkyl , receptor
Abstract We herein report a highly active catalyst system using for the first time a thiadiazolidine 1‐oxide as a ligand for palladium in the Mizoroki–Heck reaction. Excellent yields of stilbenes derived from aryl iodides and bromides have been achieved using as little as 0.00002 mol% catalyst. The ligand/palladium system can be stored as a stock solution open to air at room temperature with no observable loss of activity for a period of several weeks/months.