NMR line-broadening and transverse relaxation time measurements support a di-radical intermediate for the reaction of chlorosulfonyl isocyanate with electron-rich alkenes

Abstract

Line-broadening by NMR is an easy and fast method to detect radical intermediates in solution. Chlorosulfonyl isocyanate reacts with electron-rich alkenes via a Single Electron Transfer pathway to give 1,4-diradical intermediates. The Triplet 1,4-diradical can change to the Singlet species at lower temperatures. Less reactive alkenes proceed via a concerted pathway.

Keywords

• Line-broadening
• Single Electron Transfer
• Triplet-Singlet