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

  • Monney, Nicolas P.-A. Department of Chemistry, University of Fribourg, Switzerland,
  • Bally, Thomas Department of Chemistry, University of Fribourg, Switzerland,
  • Bhagavathy, Ganga S. Department of Chemistry and Biochemistry, The University of Arizona, Tucson, United States
  • Glass, Richard S. Department of Chemistry and Biochemistry, The University of Arizona, Tucson, United States
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    04.10.2013
Published in:
  • Organic Letters. - 2013, vol. 15, no. 19, p. 4932–4935
English 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 S∴π bonding that reveals itself in the photoelectron spectrum and by an electronic transition involving the orbitals participating in the S∴π bond.
Faculty
Faculté des sciences et de médecine
Department
Département de Chimie
Language
  • English
Classification
Chemistry
License
License undefined
Identifiers
Persistent URL
https://folia.unifr.ch/unifr/documents/303226
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