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Radical ions, 51. Oxidative Rearrangement of Diphenyl Disulfides to Thianthrenes
Author(s) -
Giordan Judith,
Bock Hans
Publication year - 1982
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19821150718
Subject(s) - chemistry , thianthrene , benzene , medicinal chemistry , ion , photochemistry , polymer chemistry , organic chemistry
para ‐Substituted diphenyl disulfides 1 – 5 with low gas phase ionization energies of about 8 eV react with AlCl 3 in CH 2 Cl 2 to form‐radical cations of the corresponding thianthrenes (Table 2, Figure 2). Warming of these solutions produced a second ESR signal which is attributed to a benzodithiete radical cation (Table 2, Figure 3). This is possibly the reactive intermediate in the S 8 or S 2 Cl 2 catalyzed Friedel‐Crafts chlorination of benzene.