The rates of monometallation of alkylphenylacetylenes

James Y. Becker

doi:10.1016/S0022-328X(00)84192-3

The rates of monometallation of alkylphenylacetylenes

James Y. Becker

Department of Chemistry

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Abstract

Alkylphenylacetylenes, C₆H₅CCCH₂R, have been metallated at the propargylic positions with an excess of n-butyllithium in diethyl ether at 0°C. Mono- and di-silyl derivatives have been isolated by quenching the metallation mixtures with Me₃SiCl at different times. Pseudo-first order rate constants have been calculated for the monometallation from the rate of formation of the silylated products. A Taft correlation gives ρ^* = 1.8.

Original language	English
Pages (from-to)	1-5
Number of pages	5
Journal	Journal of Organometallic Chemistry
Volume	127
Issue number	1
DOIs	https://doi.org/10.1016/S0022-328X(00)84192-3
State	Published - 22 Feb 1977

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

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title = "The rates of monometallation of alkylphenylacetylenes",

abstract = "Alkylphenylacetylenes, C6H5CCCH2R, have been metallated at the propargylic positions with an excess of n-butyllithium in diethyl ether at 0°C. Mono- and di-silyl derivatives have been isolated by quenching the metallation mixtures with Me3SiCl at different times. Pseudo-first order rate constants have been calculated for the monometallation from the rate of formation of the silylated products. A Taft correlation gives ρ* = 1.8.",

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AB - Alkylphenylacetylenes, C6H5CCCH2R, have been metallated at the propargylic positions with an excess of n-butyllithium in diethyl ether at 0°C. Mono- and di-silyl derivatives have been isolated by quenching the metallation mixtures with Me3SiCl at different times. Pseudo-first order rate constants have been calculated for the monometallation from the rate of formation of the silylated products. A Taft correlation gives ρ* = 1.8.

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The rates of monometallation of alkylphenylacetylenes

Abstract

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