Synlett 1994; 1994(10): 819-820
DOI: 10.1055/s-1994-23015
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Selective Electrochemical Trimethylsilylation of Tetrachlorocyclopropene to 1-(Trimethylsilyl)-trichlorocyclopropene, a New Cyclopropene Building Block1

G. K. Surya Prakash* , Herwig A. Buchholz, Denis Deffieux, George A. Olah
  • *Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661.
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Publication History

Publication Date:
22 March 2002 (online)

A new efficient procedure for the selective trimethylsilylation of readily available tetrachlorocyclopropene is described. The electrochemical silylation gave the title compound 2 on a preparative scale in 78% yield. Ionization of 2 to its corresponding cyclopropenium ion and its functionalization by treatment with arenes is described. The properties of the title compound were also investigated.