Synthesis of a diboryl-N-heterocycle and its conversion to a bidentate cationic Lewis acid
作者： Jeffrey M. Farrell , Douglas W. Stephan
DOI: 10.1039/C5CC06248A
关键词:
摘要: Sequential reaction of 2-lithio-1-methylimidazole with 9-borabicyclo[3.3.1]nonane (9-BBN) dimer and 9-Cl-9-BBN yields diboryl-N-heterocycle C4H5N2(H)(BC8H14)2 (1). Reaction 1 I2 results in the net substitution chelated hydride for a singly boron-bound iodide to produce C4H5N2(I)(BC8H14)2 (2). Conversely, [Ph3C][B(C6F5)4] formation bidentate cationic Lewis acid [(C4H5N2)(BC8H14)2][B(C6F5)4] (3). Compound 3 catalyzes hydrogenation N-benzylidene-tert-butylamine at room-temperature.
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