Related Experiment Video
Updated: Jul 14, 2026

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
Published on: July 28, 2022
Synthesis and reactivity of azobenzene-based bispropargyl sulfones: interesting comparison between cyclic and acyclic
Debarati Mitra1, Moumita Kar, Rhitankar Pal
1Department of Chemistry, Indian Institute of Technology, Kharagpur 721 302, India.
Abstract:
Azobenzene-based bispropargyl bissulfone 3 containing stable E-azo moiety has been synthesized. Upon irradiation with long wavelength UV it isomerized to the Z-form 4, which can be thermally reisomerized to the E-isomer. Reactivity towards isomerization to the allenic system as well as DNA-cleaving efficiency under basic conditions was found to be significantly lower as compared to the previously synthesized cyclic sulfones 1 and 2. This lowering of reactivity can be explained in terms of low conversion to the allenic form and hence the lower extent of alkylation of DNA-bases, the only possible DNA-cleavage pathway for 3 and 4.
More Related Videos
Related Concept Videos
Thermal and Photochemical Electrocyclic Reactions: Overview
Cycloaddition Reactions: Overview
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
Acid-Catalyzed Ring-Opening of Epoxides
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Preparation and Reactions of Sulfides

