Preparation of 4-substituted benzyl sulfoxylates and related chemistry
Preparation of dibenzyl sulfoxylate 7a and 4-substituted benzyl sulfoxylates (7b, 4-NO(2); 7c, 4-Cl; 7d, 4-CH(3)O, 7e: 4-CH(3)) are reported. The unexpected stability of 7b has permitted the first X-ray determination at room temperature of a sulfoxylate. The thermal isomerization of sulfoxylates 7b-c to sulfinates 8b-c was studied in different solvents (toluene-d(8), CDCl(3), and CD(3)CN) and interpreted as a concerted unimolecular process following first-order kinetics.
Tardif
SL
Department of Chemistry, McGill University, Montreal, Quebec, Canada H3A 2K6.
Harpp
DN