132130-81-5Relevant articles and documents
SYNTHESES AND MASS SPECTRAL REARRANGEMENTS OF UNSATURATED BIS-SULPHIDES AND BIS-SULPHONES
Peeran, S. G.,Reddy, G. Hanumantha
, p. 9 - 22 (2007/10/02)
The synthesis of (E)- and (Z)-1,2-bis(p-fluorophenylsulphenyl)stilbenes (2a and 2b) and 1,2-bis(p-fluorophenylsulfonyl)stilbenes (3a and 3b) was carried out and their configurations were consistent with their stereospecific synthesis.The isomeric 1,1-bis(p-fluorophenylsulphenyl)- and 1,1-bis(p-fluorophenylsulphonyl)-2,2-bis(phenyl)ethylenes (8 and 9) were also synthesised and configurations were established by degradative oxidation.Mass spectral rearrangements of all these compounds were examined.Mass spectra of 1,1-bis-sulphide and 1,1-bis-sulphone bears close relationship with those of (E)- and (Z)-isomeric counterparts.Smiles-type rearrangement observed in 1,2-bis-sulphides was absent in 1,2-bis-sulphones.McLafferty-type rearrangement involving hydrogen migration, from aryl group was noticed in both bis-sulphides and bis-sulphones.Vinyl migration to the sulphone oxygen predominates over aryl migration in three isomeric bis-sulphones.