Organic Chemistry Portal



Heck Vinylations Using Vinyl Sulfide, Vinyl Sulfoxide, Vinyl Sulfone, or Vinyl Sulfonate Derivatives and Aryl Bromides Catalyzed by a Palladium Complex Derived from a Tetraphosphine

Ahmed Battace, Touriya Zair, Henri Doucet*, Maurice Santelli*

*UMR 6180 CNRS and Université d"Aix-Marseille III: ‘Chirotechnologies : catalyse et biocatalyse', Laboratoire de Synthèse Organique, Faculté des Sciences de Saint Jérôme, Université d"Aix-Marseille III, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France, Email:,

A. Battace, T. Zair, H. Doucet, M. Santelli, Synthesis, 2006, 3495-3505.

DOI: 10.1055/s-2006-950244


Tetraphosphine cis,cis,cis-1,2,3,4-tetrakis[(diphenylphosphino)methyl]cyclopentane (Tedicyp) is an efficient ligand for the Heck reaction of sulfur-containing alkenes with aryl bromides. The rates and yields of the reactions strongly depend on the oxidation state of the sulfur atom.

see article for more examples

Palladium-Tetraphosphine Complex Catalysed Heck Reaction of Vinyl Bromides with Alkenes: A Powerful Access to Conjugated Dienes

M. Lemhadri, A. Battace, F. Berthiol, T. Zair, H. Doucet, M. Santelli, Synthesis, 2008, 1142-1152.

Key Words

Heck Reaction, Vinyl Sulfones, Sulfoxides, Vinyl Sulfides

ID: J66-Y2006-3530