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Secondary Deuterium Isotope Effect in an Electrophilic Aromatic Substitution - Protodesilylation of Trimethylphenylsilane (1981)

Szele, Ivanka

New York, NY : Wiley-Blackwell

Helvetica Chimica Acta 64 (1981), S. 2733-2737

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Details

ISSN: 0018-019X

Keywords: Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Reaction rates for the protodesilylation of trimethylphenylsilane and of [2,4,6-2H3]-trimethylphenylsilane by HCIO4, were measured in aqueous methanol (2:5, v/v) and the secondary deuterium isotope effect for the reaction was found to be kH/kD3 = 0.79. The magnitude of the observed isotope effect supports a mechanism in which the rate-determining step is the proton transfer from the hydronium ion to the silane to form a σ-intermediate.

Additional Material: 2 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/hlca.19810640833

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