When a solution of benzopinacol (1) and DMSO-SbC15 (1: 1) complex (Complex A) (1: 1ratio) in nitromethane was allowed to stand at room temperature for 24 h, benzopinacolone ( 2 ) was obtained in quantitative yield. In this reaction, tetraphenylethylene oxide (3) was detected as an intermediate. The reaction seems to proceed according to the following stoichiometry.
2 Ph2C-CPh2 DMSO-SbCI5→2 Ph3C-CPh + SbOCI3+ DMSO + H2O +2HC1
The pinacol rearrangement of [1] over with O.15mol eequivalent of DMSO-TICI4(1: 1)complex (Complex B) proceeded quantitatively. In this case, both theoxygen atom and the chlorine atom sseem to participate in the formation of [2]as an oxidizing agent. Study of Synthesis Using Metallic Complex. X.
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