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Original Articles

UNUSUAL BEHAVIOR OF 2-CYCLOPENTADIENYL-1,3-DIOXAPHOSPHOLANE

, , , , , & show all
Pages 283-291 | Received 03 Sep 1991, Accepted 14 Nov 1991, Published online: 04 Oct 2006
 

Abstract

It has been found that 2-cyclopentadienyl-1,3-dioxaphospholane (2) and 2-cyclopentadienyl-1,3-dioxaphosphorinane (3) demonstrate different fluxional behavior. While 3 represents a mixture of three isomers 3a-c, 2 exists in only the allylic form 2a. The relative stability, molecular structure and the fast rate of [1,5]-phosphotropic shifts in 2a indicate that the efficiency of σ-π-conjugation is increased with a decrease in the O-P-O angle in dialkyl esters of cyclopentadienylphosphorous acids.

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