Influence of a perfluorobutyl substituent on the rearrangement of prop-2-ynyl diethylphosphites to allenic phosphonates

Abstract
The Prop-2-ynyl diethylphosphites n-C4F9–CC-CR1R2OP(OEt)2 are obtained from the reaction of the corresponding prop-2-ynyl alcohols with diethyl chlorophosphite; the rearrangement of these phosphates into α-perfluorobutylallenic phosphonates is found to depend on the nature of the substituent R1 and R2, and an unexpected HF elimination is found for R1= H, R2= Me.

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