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Autoxidative Ring Closure of ω,ω′-Bis(triphenylphosphorylidene)alkanes

✍ Scribed by Priv.-Doz. Dr. H. J. Bestmann; Dipl.-Chem. H. Häberlein; Dr. O. Kratzer

Publisher
John Wiley and Sons
Year
1964
Tongue
English
Weight
232 KB
Volume
3
Category
Article
ISSN
0044-8249

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✦ Synopsis

Reaction of two equivalents of potassium xanthate with diaryldichloromethanes according to Equation (2) gives the little-known gem-dixanthoylmethanes (4), examples of which are diphenyldixanthoylmethane, m. p. 156 "C and bis-(4methoxyphenyl)dixanthoylmethane, m. p. 146 "C.

These react with one equivalent of ethanolic potassium hydroxide according to Equation (3) to give thioketones (3), 0-potassium 0'-ethyl thiocarbonate, and xanthic acid, which decomposes spontaneously into ethanol and CS2. Thermolysis of the above dixanthoylmethanes also yields thioketones (3).

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