Resonance description of S-nitrosothiols: insights into reactivity.
A resonance representation of the electronic structure of S-nitrosothiols as a combination of the conventional R-S-N=O structure, a zwitterionic structure R-S+=N-O-, and a RS-/NO+ ion pair is proposed. The resonance forms are employed to predict and rationalize the structural and conformational properties of RSNOs, their interaction with Lewis acids, and their overall chemical reactivity.
Timerghazin
Qadir K
QK
Centre for Research in Molecular Modeling, Concordia University, 7141 Sherbrooke Street West, Montréal, Québec, Canada, H4B 1R6.
Peslherbe
Gilles H
GH
English
Ann M
AM
D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D026403:S-Nitrosothiols / Q000737:chemistry*; D013237:Stereoisomerism
D026403:S-Nitrosothiols