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Fourfold Alkoxy‐Substituted [2.2.2]Paracyclophane‐1,9,17‐trienes–ROMP into PPVs with Unusual Topologies
Author(s) -
Mäker Dominic,
Bunz Uwe H. F.
Publication year - 2014
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201400515
Subject(s) - romp , polymerization , alkoxy group , metathesis , ring opening metathesis polymerisation , grubbs' catalyst , cyclic voltammetry , phenylene , polymer chemistry , materials science , photochemistry , chemistry , polymer , organic chemistry , electrochemistry , alkyl , electrode
The synthesis of two 4,7,12,15‐tetrakisalkoxy‐substituted [2.2.2]‐paracyclophane‐1,9,17‐trienes and their polymerization employing ring opening metathesis polymerization (ROMP) using Ru‐carbenes (third‐generation Grubbs catalyst) is reported. Phenylene ethynylene trimers are reduced via a Grignard reagent, followed by an intramolecular McMurry cyclization to give the cyclophenes. The cyclophenes are polymerized into soluble poly( para‐ phenylene vinylene)s (PPV), which are analyzed in solution by NMR, UV–vis, and fluorescence spectroscopy. They are spin coated into amorphous, fluorescent thin films, and investigated by optical spectroscopy and cyclic voltammetry.