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- W2108503162 abstract "Solvolysis of the 1-(1-methyl-1-phenylethyl)pyridinium cation (1-P+) in 25% (v/v) acetonitrile in water at 60°C provides the alcohol 2-hydroxy-2-phenylpropane (1-OH) as the main product along with the alkene 2-phenylpropene (3). The formation of the elimination product 3 is promoted by the leaving pyridine. Thus, eight times more 3 is obtained from 1-P+ than from the protonated ether 1-OMeH+. Hydron abstraction by the leaving pyridine is only two times less efficient than with AcO− as leaving group. The results indicate that the ion–molecule pair 1+ –P has a significant lifetime. The elimination product is formed mainly from the ion–molecule pair. The free carbocation yields almost exclusively the substitution product." @default.
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- W2108503162 date "1993-06-01" @default.
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- W2108503162 title "Ion-molecule pairs as intermediates in solvolysis. Catalysis by the pyridine leaving group on the elimination reaction" @default.
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- W2108503162 doi "https://doi.org/10.1002/poc.610060610" @default.
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