Tetrahedron Letters p. 1319 - 1322 (1989)
Update date:2022-08-02
Topics:
Kwong-Chip, Jean-Marc
Tidwell, Thomas T.
1-(1-Methyl-2-pyrrolyl)-2,2,2-trifluoroethyl p-nitrobenzoate (1) solvolyses to form a carbocation intermediate 4 as evidenced by the dependence on the solvent ionizing power YOTs and the formation of substitution products.The rate ratio k(H)/k(CF3) of only 40 indicates strong electron donation to the destabilized carbocation.
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