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Formation of Boronate Ester Polymers with Efficient Intrastrand Charge‐Transfer Transitions by Three‐Component Reactions
Author(s) -
Christinat Nicolas,
Croisier Emmanuel,
Scopelliti Rosario,
Cascella Michele,
Röthlisberger Ursula,
Severin Kay
Publication year - 2007
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200700723
Subject(s) - chemistry , polymer , polymer chemistry , chloroform , dissolution , aryl , organic chemistry , alkyl
The three‐component reaction of aryl boronic acids with 1,2,4,5‐tetrahydroxybenzene and 1,2‐bis(4‐pyridyl)ethylene or 4,4′‐bipyridine leads to the formation of dark‐purple boronate ester polymers. Crystallographic analyses show that the polymer strands have a zig–zag geometry, and the bis(dioxaborole) units are connected by dipyridyl linkers through dative B–N interactions. Upon dissolution of the polymers in hot chloroform, most of the B–N connections are broken, which indicates that polymer formation is a reversible process. A computational study provides evidence that the strong color of the polymers is due to efficient intrastrand charge‐transfer excitations from the tetraoxobenzene to the dipyridyl linker.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)