Metal-free reductive cleavage of C-N and S-N bonds by photoactivated electron transfer from a neutral organic donor

Steven O'Sullivan, Eswararao Doni, Tell Tuttle, John A Murphy

Research output: Contribution to journalArticle

47 Citations (Scopus)
88 Downloads (Pure)

Abstract

A photoactivated neutral organic super electron donor cleaves challenging arenesulfonamides derived from dialkylamines at room temperature. It also cleaves a) ArC[BOND]NR and b) ArN[BOND]C bonds. This study also highlights the assistance given to these cleavage reactions by the groups attached to N in (a) and to C in (b), by lowering LUMO energies and by stabilizing the products of fragmentation.
Original languageEnglish
Pages (from-to)474–478
Number of pages5
JournalAngewandte Chemie International Edition
Volume53
Issue number2
Early online date6 Dec 2013
DOIs
Publication statusPublished - 7 Jan 2014

Keywords

  • metal-free
  • reductive cleavage
  • c-n and s-n bonds
  • photoactivated
  • electron transfer
  • neutral organic donor

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