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A General Strategy for the Synthesis of Conjugated Polymers Based upon the Palladium‐Catalysed Cross‐Coupling of Grignard Reagents with Unsaturated Halides
Author(s) -
Babudri Francesco,
Colangiuli Donato,
Farinola Gianluca M.,
Naso Francesco
Publication year - 2002
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200208)2002:16<2785::aid-ejoc2785>3.0.co;2-1
Subject(s) - chemistry , conjugated system , reagent , palladium , polymer , halide , polymer chemistry , phenylene , coupling reaction , organic chemistry , combinatorial chemistry , catalysis
Palladium‐catalysed cross‐coupling between aromatic bis‐organomagnesium reagents and aromatic dihalides has been experimentally evaluated as a general methodology for the synthesis of soluble conjugated polymers such as poly( p ‐phenylene)s 6 and 7 , poly( p ‐terphenylenevinylene) 8 , poly(phenylenethiophene) 9 and poly(phenylenepyridine) 10 . Appropriate experimental conditions were first found in model reactions and then applied to the synthesis of polymers. Molecular mass values were determined both by GPC and by MALDI‐TOF spectrometry. The latter technique also permitted accurate determination of the terminal groups of the polymeric chains. (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)