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Mechanism and Applications of the Photoredox Catalytic Coupling of Benzyl Bromides

Title
Mechanism and Applications of the Photoredox Catalytic Coupling of Benzyl Bromides
Authors
Park G.Yi S.Y.Jung J.Cho E.J.You Y.
Ewha Authors
유영민
SCOPUS Author ID
유영민scopus
Issue Date
2016
Journal Title
Chemistry - A European Journal
ISSN
0947-6539JCR Link
Citation
vol. 22, no. 49, pp. 17790 - 17799
Keywords
bibenzylHantzsch esterorganic chemistryphotochemistryradical coupling
Publisher
Wiley-VCH Verlag
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
The photoredox catalytic coupling of halomethyl arenes to bibenzyl derivatives has been demonstrated. The catalytic protocol employed the Hantzsch ester, potassium phosphate, and a photoactive cyclometalated IrIII complex catalyst. A photochemical quantum yield as high as 20 % was obtained. The catalytic mechanism was investigated in detail by performing photophysical and electrochemical measurements, as well as by quantum chemical calculations. The results suggest that two-electron mediation might be responsible for the improved photon economy. The reaction protocol was compatible with halomethyl arenes that contain a variety of functional groups. Finally, the synthetic utility of our protocol was demonstrated by the preparation of a natural dihydrostilbenoid, brittonin A. © 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
DOI
10.1002/chem.201603517
Appears in Collections:
엘텍공과대학 > 화학신소재공학전공 > Journal papers
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