Formation of Boronate Ester Polymers with Efficient Intrastrand Charge Transfer Transitions by Three-Component Reactions

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.


Published in:
European Journal of Inorganic Chemistry, 33, 5177-5181
Year:
2007
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 Record created 2008-01-20, last modified 2018-04-20

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