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Organophotocatalyzed Cross Coupling of C- and Si-Radical to Access Dibenzylic Silanes from para -Quinone Methides and Silanecarboxylic Acids.

Duo ZhangLei WangGuodong Zhang
Published in: The Journal of organic chemistry (2024)
Herein we present a catalytic cross-coupling strategy between C-radicals and Si-radicals, enabling the efficient, gentle, and versatile synthesis of dibenzylic silanes from para -quinone methides and silanecarboxylic acids as the stable silyl radical precursors. The reaction is facilitated by an inexpensive organophotocatalyst and exhibits broad compatibility with various electron-donating and electron-withdrawing functional groups. Notably, mechanistic investigations suggest the involvement of dibenzylic and silyl radicals, underscoring a novel radical coupling mechanism that introduces a fresh perspective on C-Si bond formation.
Keyphrases
  • room temperature
  • electron transfer