Mechanism and Applications of the Photoredox Catalytic Coupling of Benzyl Bromides
- Authors
- Park, Gyurim; Yi, Seung Yeon; Jung, Jaehun; Cho, Eun Jin; You, Youngmin
- Issue Date
- Dec-2016
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- bibenzyl; Hantzsch ester; organic chemistry; photochemistry; radical coupling
- Citation
- CHEMISTRY-A EUROPEAN JOURNAL, v.22, no.49, pp 17790 - 17799
- Pages
- 10
- Journal Title
- CHEMISTRY-A EUROPEAN JOURNAL
- Volume
- 22
- Number
- 49
- Start Page
- 17790
- End Page
- 17799
- URI
- https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/6337
- DOI
- 10.1002/chem.201603517
- ISSN
- 0947-6539
1521-3765
- 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 Ir-III 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.
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Collections - College of Natural Sciences > Department of Chemistry > 1. Journal Articles
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