4.7 Review

Photochemical and Electrochemical Strategies towards Benzylic C-H Functionalization: A Recent Update

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 363, Issue 7, Pages 1810-1834

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202001581

Keywords

benzylic C-H functionalization; photochemistry; electrochemistry; photoelectrochemistry; photocatalysis

Funding

  1. FWO - Fund for Scientific Research-Flanders (Belgium)
  2. Research Fund of the University of Leuven (KU Leuven)
  3. FWO [11F4320N]
  4. RUDN University Strategic Academic Leadership Program

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This review discusses recent advances in benzylic C-H functionalization using organic radical strategies involving photochemistry and electrochemistry as sustainable tools. The potential and prospects of this field are highlighted, along with mechanistic details of typical reactions to aid researchers in exploring new discoveries and opportunities.
Transition metal-catalysed processes have been widely used for the functionalization of inert C-H bonds. Strategies for the functionalization of the benzylic C-H position having a relatively weak C-H bond (bond dissociation energy similar to 80-90 kcal/mol) differ from the inert aliphatic and aromatic C-H positions with stronger C-H bonds. The recent advances in the direct activation of the benzylic position through the generation of C(sp(3)) radicals have demonstrated the potential of electrochemistry and photochemistry as a means for constructing new chemical bonds. This review will cover the recent progress of benzylic C-H functionalization through organic radical strategies employing photochemistry and electrochemistry as sustainable tools. In addition, the mechanistic details of the typical reactions have been included which, in turn, will help the researchers to look at this promising area from a different perspective towards new discoveries and often hidden opportunities.

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