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Issue 5, 1993
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Synthesis, photochemical behaviour and cis/trans isomerisation of 1-(2,4,6-triisopropylphenyl)-2-(2,4,6-tri-tert-butylphenyl)diphosphene

Abstract

Irradiation of (E)-1-(2,4,6-triisopropylphenyl)-2-(2,4,6-tri-tert-butylphenyl)diphosphene (1a) yields its thermally unstable cis-isomer 1b, the diastereoisomeric cyclisation products 4a and 4b and the cleavage product 5. A mechanism for the formation of these products is proposed. The activation parameters for the thermal isomerisation reaction 1b1a are experimentally determined as ΔH= 29.5 ± 1.4 kcal mol–1 and ΔS= 38 ± 6 cal mol–1 K–1(1 kcal = 4.18 kJ); ΔH is the first experimentally determined measure for the strength of the π-component of a phosphorus–phosphorus double bond.

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Article type: Paper
DOI: 10.1039/P29930000807
J. Chem. Soc., Perkin Trans. 2, 1993, 807-812

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    Synthesis, photochemical behaviour and cis/trans isomerisation of 1-(2,4,6-triisopropylphenyl)-2-(2,4,6-tri-tert-butylphenyl)diphosphene

    C. M. D. Komen, F. J. J. de Kanter, S. J. Goede and F. Bickelhaupt, J. Chem. Soc., Perkin Trans. 2, 1993, 807
    DOI: 10.1039/P29930000807

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