Tetrahedron Letters

p-Phenylene sulfide oligomers and their properties. Ar–S couplings mediated by copper or by fluorine substitutions

O Goyot, M Gingras

Index: Goyot, Olivier; Gingras, Marc Tetrahedron Letters, 2009 , vol. 50, # 17 p. 1977 - 1981

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Citation Number: 12

Abstract

A series of monodisperse p-phenylene sulfide oligomers were efficiently synthesized by using a bidirectional growth. A strategy combining Cu-catalyzed Ar–S couplings for small oligomers and fluorine aromatic substitutions by aryl thiolates for longer ones was put forward. The latter method is superior to Cu-catalyzed reactions for longer oligomers. Fluorine chemistry brings some new advantages such as solubility and reactivity. ...