The semi-stabilised ylide, dimethylsulfonium fluoren-9-ide, has been studied by variable temperature NMR and found to adopt a conformation in which the filled orbital on carbon is perpendicular to the lone pair on sulfur. The rotational barrier (ΔG‡) around the ylide C–S bond is found to be 42.0 ± 1.0 kJ mol–1.
V. K. Aggarwal, S. Schade and B. Taylor, J. Chem. Soc., Perkin Trans. 1, 1997, 2811 DOI: 10.1039/A704010E
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