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Issue 0, 1972
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Formyl-, aroyl, and acyl-alkylidenetriphenylphosphoranes: conformational analysis by proton nuclear magnetic resonance spectroscopy

Abstract

The conformations of eleven oxoalkylidenetriphenylphosphoranes have been assigned from their 1H n.m.r. spectra. Mixtures of (Z)cisoid and (E)transoid conformers were detected in four compounds. The Z-geometry of β-oxomethylenetriphenylphosphoranes is favoured by the presence of β-substituents and the E-geometry is favoured by the presence of α-substituents. The conformational preferences are rationalised in terms of steric and electrostatic interactions. The absence of peak coalescence in the p.m.r. spectra up to 150° shows that interconversion of the conformers is very slow relative to the n.m.r. time scale.

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Article type: Paper
DOI: 10.1039/P19720000031
Citation: J. Chem. Soc., Perkin Trans. 1, 1972,0, 31-34
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    Formyl-, aroyl, and acyl-alkylidenetriphenylphosphoranes: conformational analysis by proton nuclear magnetic resonance spectroscopy

    I. F. Wilson and J. C. Tebby, J. Chem. Soc., Perkin Trans. 1, 1972, 0, 31
    DOI: 10.1039/P19720000031

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