Solvent-free Zn (NSNO) complex-catalysed dihydroboration of nitriles

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%...

Full description

Saved in:
Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2022-07, Vol.58 (59), p.8266-8269
Main Authors: Ataie, Saeed, Ovens, Jeffrey S, Tom Baker, R
Format: Article
Language:English
Subjects:
Catalysis
Catalysts
Hydrogen bonds
Ligands
Nitriles
Zinc compounds
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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. A zinc complex uses its aryloxide ( vs. amido) donor to generate a Zn-H catalyst that effects quantitative, solvent-free hydroboration of nitriles to the corresponding diborylamines at 1 mol% catalyst loading.
ISSN:1359-7345
1364-548X
DOI:10.1039/d2cc03517k