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The first examples for the rhenium-catalysed hydroboration of aldehydes, ketones and aldimines, including heteroaromatic quinoline, are reported herein. Reactions are remarkably chemoselective and tolerant of several functional groups. A wide array of rhenium complexes were efficient pre-catalysts for these hydroborations, including new low-valent complexes of the formula Re(N-N)(CO)3(L)X (N-N = bipy derivative, L = labile ligand/solvent, and X = BArF4- and B(3,5-di-tBu-cat)2-), which have been characterized fully including an X-ray diffraction study for Re(bipy)(CO)3(quin)BArF4 (2). A new silver spiroboronate ester AgB(3,5-di-tBu-cat)2(NCCH3)3 (3) was prepared and characterized fully, including an X-ray diffraction study, and used to make one of the new rhenium complexes.
Arévalo et al. (Sun,) studied this question.