Mechanism and Applications of the Photoredox Catalytic Coupling of Benzyl Bromides
- 주제(키워드) bibenzyl , Hantzsch ester , organic chemistry , photochemistry , radical coupling
- 관리정보기술 faculty
- 등재 SCIE, SCOPUS
- 발행기관 WILEY-V C H VERLAG GMBH
- 발행년도 2016
- URI http://www.dcollection.net/handler/ewha/000000139743
- 본문언어 영어
- Published As http://dx.doi.org/10.1002/chem.201603517
초록/요약
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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