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Scientists Report New Trisulfide Metathesis Reaction That Rewrites S–S–S Bond Chemistry

Published in Nature Chemistry, the study shows polar aprotic solvents trigger rapid trisulfide exchange at room temperature without added reagents.

Overview

  • The peer-reviewed paper details a Flinders University–led collaboration with researchers in Australia and the UK, including Justin Chalker, Michelle Coote, Zhongfan Jia and Tom Hasell.
  • In certain polar aprotic solvents, organic trisulfides undergo spontaneous partner exchange at room temperature, often reaching equilibrium within seconds.
  • The reaction proceeds cleanly without heat, light or additional reagents and displays unusually high reaction rates and selectivity.
  • The team demonstrated selective modification of the anti-tumor compound calicheamicin and rapid synthesis of drug-relevant compound libraries.
  • Trisulfide-linked polymers, including polyethylene analogs, were made and then depolymerized back to their building blocks, with researchers planning to extend the approach to more recyclable plastics, rubber, foams and fibers.