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Helical (5 Z , 11 E )‐Dibenzo[ a , e ]cyclooctatetrene: A Spring‐Loaded Monomer
Author(s) -
Carnes Matthew,
Buccella Daniela,
Decatur John,
Steigerwald Michael L.,
Nuckolls Colin
Publication year - 2008
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.200704355
Subject(s) - romp , monomer , double bond , annulene , polymerization , spring (device) , ring (chemistry) , olefin fiber , polymer , chemistry , crystallography , polymer chemistry , polymer science , stereochemistry , physics , thermodynamics , organic chemistry , metathesis
ROMP with a kinky olefin : An [8]‐annulene in which one of the double bonds is kinked into a trans configuration is wound into a helical conformation, and is spring‐loaded with circa 18 kcal mol −1 strain energy. This annulene acts as an active monomer for ring‐opening polymerization (ROMP), which produces a living oligo(phenylene vinylene) (OPV) with all‐ ortho linkages. The polymer has an equal number of cis and trans double bonds.