The reaction of trialkylboranes, e. g. triethylborane (Et3B), tripropylborane (Pr3B), or 9‐alkyl‐9‐borabicyclo[3.3.1]nonane [alkyl‐BBN; alkyl=Et, 1‐methylpropyl, 1‐methybutyl/1‐ethylpropyl], with either aceto‐, propio‐, butyro‐, pivalo‐, and benzonitrile gives, depending on the reaction conditions used or the nitrile employed, either the substituted diazoniadibora‐tetidines (1 a—c), products of partial hydroboration, or by condensation of two or three nitrile molecules, with or without a concomitant hydroboration, the C3BN2 heterocycles 2a—c, 8a/b, 9a—d, and 10a/b (X‐ray structure analyses of 2a and 10b).
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Yalpani et al. (1992) studied this question.