Spectroscopic evidence for a new type of bonding between a thioether radical cation and a phenyl group

Nicolas P.A. Monney, Thomas Bally, Ganga S. Bhagavathy, Richard S. Glass

Research output: Contribution to journalArticlepeer-review

25 Scopus citations

Abstract

The oxidation potential of thioethers constrained to be near aromatic rings is lowered, due to an antibonding interaction between the p-type sulfur lone pair with the neighboring phenyl π-system which on removal of an electron becomes a new kind of 3-electron Sπ bonding that reveals itself in the photoelectron spectrum and by an electronic transition involving the orbitals participating in the Sπ bond.

Original languageEnglish (US)
Pages (from-to)4932-4935
Number of pages4
JournalOrganic Letters
Volume15
Issue number19
DOIs
StatePublished - Oct 4 2013

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Spectroscopic evidence for a new type of bonding between a thioether radical cation and a phenyl group'. Together they form a unique fingerprint.

Cite this