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Formation and Stability of Difluoromethylene Phospho-Raiies,R3P=CF2
Authors:H Vogt  V Kolleck  L Riesel
Institution:Humboldt-Universitat zu Berlin, Sektion Chemie , Hessische Str. 1-2, Berlin , 1040 , GDR
Abstract:Abstract

Carbonyl compounds react with CBr2F2 in the presence of phosphanes, RP (R = Ph, NR;), and metals (M = Zn, Cd, Pb) forming geminal difluoroolefins (eq. 1)1.

R′CHO + CBr2F2 + R3P + M → R′CH=CF2 + MBr2 + R3PO (1)

Without any doubt this reaction has to occur via the intermediate formation of difluoromethylene phosphoranes, which then undergo the Wittig reaction with carbonyl compounds (eq. 2). R3P=CF2 + R′CHO → R3PO + R′CH=CF2 (2).
Keywords:
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