α-Thio Carbocations (Thionium Ions) as Intermediates in Bronsted Acid-Catalyzed Reactions of Enone-Derived 1,3-Dithianes and 1,3-Dithiolanes.

ABSTRACT:

Abstract

Evidence was collected for the intermediate formation of thionium ions in Brønsted acid-catalyzed [2 + 2] photocycloaddition and electrophilic addition reactions to enone dithianes and dithiolanes. Low-temperature NMR studies helped to elucidate the structure and configuration of the thionium ions and thus support previous and current results obtained by UV/Vis spectroscopy.

Graphical abstract

SUBMITTER: Brenninger C 

PROVIDER: S-EPMC6438600 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature