Abstract
Abstract Malonodinitrile, benzoylacetonitrile, and ethyl benzoylacetate were deprotonated in situ by nBuLi to give the reactive carbanions R2R3HC(−) (R2/R3 = CN/CN, CN/COPh, CO2Et/COPh), which nucleophilically attack the C N bond of the nitrilium clusters (Ph4P)[B10H9NCR1] (R1 = Me, Et). This reaction results in generation of push-pull alkenes bearing closo-decaborate clusters, [B10H9NHC(R1) CR2R3]2− (6 examples; up to 97% isolated yields). These species were isolated as the bis-tetraphenylposhphonium salts and were characterized by 1H and 11B NMR, HR ESI+/−-MS, and also by single-crystal X-ray diffraction.
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