Catalytic efficiency of a new tridentate ferrocenyl phosphine auxiliary: Sonogashira cross-coupling reactions of alkynes with aryl bromides and chlorides at low catalyst loadings of 10(-1) to 10(-4) mol %.
[structure: see text] The catalytic activity in Sonogashira cross-coupling reactions of alkynes with a variety of aryl halides (including chlorides) using a multidentate ferrocenyl phosphine is presented. The novel mixed ferrocenyl aryl/alkyl triphosphine is thermally stable and insensitive to air or moisture, and its robustness allows aryl alkynylation at 10(-1) to 10(-4) mol % catalyst loadings with TONs up to 250,000. Copper-free coupling using phenylacetylene is also accessible in good yield.
Hierso
Jean-Cyrille
JC
Laboratoire de Synthèse et d'Electrosynthèse Organométalliques UMR-CNRS 5188, Université de Bourgogne, 9 Avenue Alain Savary, 21078 Dijon, France. jean-cyrille.hierso@u-bourgogne.fr
Fihri
Aziz
A
Amardeil
Régine
R
Meunier
Philippe
P
Doucet
Henri
H
Santelli
Maurice
M
Ivanov
Vladimir V
VV