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Issue 24, 2017
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Rhenium-catalysed hydroboration of aldehydes and aldimines

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Abstract

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 Ag[B(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.

Graphical abstract: Rhenium-catalysed hydroboration of aldehydes and aldimines

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Publication details

The article was received on 27 Apr 2017, accepted on 30 May 2017 and first published on 30 May 2017


Article type: Paper
DOI: 10.1039/C7DT01549F
Citation: Dalton Trans., 2017,46, 7750-7757
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    Rhenium-catalysed hydroboration of aldehydes and aldimines

    R. Arévalo, C. M. Vogels, G. A. MacNeil, L. Riera, J. Pérez and S. A. Westcott, Dalton Trans., 2017, 46, 7750
    DOI: 10.1039/C7DT01549F

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