Issue 24, 2017

Rhenium-catalysed hydroboration of aldehydes and aldimines

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

Supplementary files

Article information

Article type
Paper
Submitted
27 Apr 2017
Accepted
30 May 2017
First published
30 May 2017

Dalton Trans., 2017,46, 7750-7757

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements