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Updated: Sep 5, 2025

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Solvent-free Zn (NSNO) complex-catalysed dihydroboration of nitriles
Saeed Ataie1, Jeffrey S Ovens2, R Tom Baker1
1Department of Chemistry and Biomolecular Sciences and Centre for Catalysis Research and Innovation, University of Ottawa, Ottawa, Ontario K1N 6N5, Canada. rbaker@uottawa.ca.
Abstract:
N-donors are the most commonly employed Lewis bases in ligand-assisted catalysis. A dimeric zinc complex (Zn-1) employing a tetradentate pyridine-thioether-anilido-aryloxide NSNO ligand (L) effects the quantitative conversion of nitriles to the corresponding double hydroborated products at 1 mol% catalyst loading. Variable Time Normalization Analysis kinetic studies showed a first-order dependence with respect to the nitrile, pinacolborane and zinc and clear evidence for catalyst deactivation. A plausible ligand-assisted reaction pathway involves B-H bond activation by the aryloxide (vs. anilido) donor.
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