Effects of Phenyl Substitution on the Fragmentation of Sterically Congested Di-tert-butylstilbene Radical Cations

✍ Scribed by Gano, James E.; Sekher, Padmanabhan; Weber, Lisa; Lenoir, Dieter

• Publisher: John Wiley and Sons
• Year: 1996
• Tongue: English
• Weight: 286 KB
• Volume: 31
• Category: Article
• ISSN: 1076-5174
• DOI: 10.1002/(sici)1096-9888(199604)31:4<363::aid-jms291>3.0.co;2-z

✦ Synopsis

The characteristic mass spectrometric fragmentation patterns of sterically congested stilbenes, phenyl-substituted 2,2,5,5-tetramethyl-3,4-diphenylhex-3-enes, are described. In contrast to stilbene, these sterically congested stilbenes show facile loss of tert-butyl and/or isobutene and phenyl, ultimately leading to ions with the constitution of disubstituted acetylenes. The isobutene/tert-butyl ratio increases as substituents attached to the phenyl ring become more electronegative.