Issue 37, 2016

Solution or solid – it doesn't matter: visible light-induced CO release reactivity of zinc flavonolato complexes

Abstract

Two types of zinc flavonolato complexes ([(6-Ph2TPA)Zn(flavonolato)]ClO4 and Zn(flavonolato)2) of four extended flavonols have been prepared, characterized, and evaluated for visible light-induced CO release reactivity. Zinc coordination of each flavonolato anion results in a red-shift of the lowest energy absorption feature and in some cases enhanced molar absorptivity relative to the free flavonol. The zinc-coordinated flavonolato ligands undergo visible light-induced CO release with enhanced reaction quantum yields relative to the neutral flavonols. Most notable is the discovery that both types of zinc flavonolato derivatives undergo similar visible light-induced CO release reactivity in solution and in the solid state. A solid film of a Zn(flavonolato)2 derivative was evaluated as an in situ CO release agent for aerobic oxidative palladium-catalyzed alkoxycarbonylation to produce esters in ethanol. The CO release product was found to undergo ester alcolysis under the conditions of the carbonylation reaction.

Graphical abstract: Solution or solid – it doesn't matter: visible light-induced CO release reactivity of zinc flavonolato complexes

Supplementary files

Article information

Article type
Paper
Submitted
01 touko 2016
Accepted
23 elo 2016
First published
23 elo 2016

Dalton Trans., 2016,45, 14570-14580

Solution or solid – it doesn't matter: visible light-induced CO release reactivity of zinc flavonolato complexes

S. N. Anderson, M. T. Larson and L. M. Berreau, Dalton Trans., 2016, 45, 14570 DOI: 10.1039/C6DT01709F

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