ZnCl2-catalysed transfer hydrogenation of carbonyls and chemoselective reduction of the C=C bond in α,β-unsaturated ketones

This manuscript describes chemoselective reduction of C=C in α,β-unsaturated ketones and the transfer hydrogenation of aldehydes and ketones catalysed by ZnCl2-phosphinamino-triazolyl-pyridine (0.5 mol%) using KOH/iPrOH as a H2 source. A detailed mechanistic study using DFT calculations (B3LYP-D3/de...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2024-07, Vol.60 (60), p.7733-7736
Main Authors: Sheokand, Sonu, Sharma, Sunita, Mohite, Manali A, Rajaraman, Gopalan, Balakrishna, Maravanji S
Format: Article
Language:English
Subjects:
Aldehydes
Carbonyls
Hydrogenation
Ketones
Ligands
Phosphines
Zinc chloride
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Summary:This manuscript describes chemoselective reduction of C=C in α,β-unsaturated ketones and the transfer hydrogenation of aldehydes and ketones catalysed by ZnCl2-phosphinamino-triazolyl-pyridine (0.5 mol%) using KOH/iPrOH as a H2 source. A detailed mechanistic study using DFT calculations (B3LYP-D3/def2-TZVP) revealed the key role of metal–ligand cooperation (MLC) in the catalytic reaction demonstrating the non-innocent behaviour of the phosphine ligand.
ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/d4cc02700k