Mechanism and Applications of the Photoredox Catalytic Coupling of Benzyl Bromides

Gyurim Park, Seung Yeon Yi, Jaehun Jung, Eun Jin Cho, Youngmin You

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54 Citations (Scopus)


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 IrIIIcomplex 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.

Original languageEnglish
Pages (from-to)17790-17799
Number of pages10
JournalChemistry - A European Journal
Issue number49
Publication statusPublished - 2016 Dec 5

Bibliographical note

Publisher Copyright:
© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry


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