Tetrahedron

Non-symmetrical oligothiophenes with 'incompatible'substituents

D Didier, S Sergeyev, YH Geerts

Index: Didier, Delphine; Sergeyev, Sergey; Geerts, Yves Henri Tetrahedron, 2007 , vol. 63, # 4 p. 941 - 946

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Citation Number: 23

Abstract

The syntheses of oligothiophenes 1 and 2 comprising two different types of peripheral substituents, namely alkyl and perfluoroalkyl, is reported. The key synthetic step is the Pd- catalyzed cross-coupling of perfluoroalkylated bromide 3 with an appropriate boronate. This molecular design is expected to promote unusual two-layer packing, which is of interest for application in electronic devices. Quaterthiophene 1 forms smectic mesophase, though in ...