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Formation of amidino-borate derivatives by a multi-component reaction
Jun Li1, Constantin G Daniliuc1, Gerald Kehr1
1Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstr. 40, 48149 Münster, Germany. erker@uni-muenster.de.
Abstract:
Cyclohexene reacts with the (Fmes)BH2·SMe2 borane reagent and three molar equivalents of the isonitrile CN-Xyl to give the five membered 1,3-BN heterocyclic product 7 that contains a zwitterionic borata-amidinium moiety and a cyclohexenyl substituent. The analogous five-component coupling between cyclopentene, (Fmes)BH2·SMe2 and CN-Xyl in a 1 : 1 : 3 molar ratio gives the related cyclic amidino-borate derivative 10. The reaction of the (Fmes)BH2 derived frustrated Lewis pair 12, in situ generated or employed as the isolated dimer, reacts with 3 CN-Xyl equivs. at elevated temperature (60 °C) to yield the analogous coupling product 13.
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