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[2.2]Paracyclophanes with Defined Substitution Pattern—Key Compounds for the Mechanistic Understanding of the Gilch Reaction to Poly( p ‐phenylene vinylene)s
Author(s) -
Wiesecke Jens,
Rehahn Matthias
Publication year - 2003
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200390163
Subject(s) - polymer chemistry , phenylene , polymerization , chemistry , materials science , polymer , organic chemistry
Radical reassessment : [2.2]Paracyclophanes D and E have been identified as the main side‐products of the Gilch reaction leading to poly( p ‐phenylene vinylene)s (PPV B ). The constitution of the cyclic dimers allows the conclusion to be drawn that the PPV formation occurs by free‐radical polymerization of C , initiated by diradicals A . Anionic chain growth, often discussed as an alternative to the radical process, can be excluded.