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• W1999473015 abstract "Selected haloboranes, BX1X2X3 (X1Cl or Br, and X2 and X3 are either = X1 or Ph), generally reacted with acetylenes (HCCH, BuCCH, PhCCH, or PhCCPh) to afford (2-halo- or 2-phenylalkenyl)boranes, depending on the nature of the acetylene. The products were characterised by acetolytic protodeboration, alcoholysis, and by their infrared spectra. For unsymmetrical acetylenes. Markownikoff addition was demonstrated; the steric course of reaction is trans for acetylene but is believed to be cis for at least some of the substituted acetylenes. Reactivity increases with high acceptor strength of borane and high nucleophilicity of the acetylene. Chloro- and organoboration of acetylenes is evidently a thermodynamically-controlled process, in contrast to hydroboration. Some of the reactions are of potential application for synthesis of α-substituted styrenes and their derivatives. Two alkynylboranes have been obtained from haloboranes and lithioacetylenes." @default.
• W1999473015 created "2016-06-24" @default.
• W1999473015 creator A5077804559 @default.
• W1999473015 creator A5084395713 @default.
• W1999473015 date "1964-03-01" @default.
• W1999473015 modified "2023-10-18" @default.
• W1999473015 title "Chloroboration and allied reactions of unsaturated compounds II. Haloboration and phenylboration of acetylenes; and the preparation of some alkynylboranes" @default.
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• W1999473015 doi "https://doi.org/10.1016/s0022-328x(00)80030-3" @default.
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