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- Title
Acceptorless or Transfer Dehydrogenation of Glycerol Catalyzed by Base Metal Salt Cobaltous Chloride - Facile Access to Lactic Acid and Hydrogen or Isopropanol.
- Authors
Narjinari, Himani; Dhole, Sunil; Kumar, Akshai
- Abstract
The dehydrogenation of glycerol to lactic acid (LA) under both acceptorless and transfer dehydrogenation conditions using readily available, inexpensive, environmentally benign and earth-abundant base metal salt CoCl 2 is reported here. The CoCl 2 (0.5 mol %) catalyzed acceptorless dehydrogenation of glycerol at 160 °C in the presence of 0.75 equiv. of KOH, gave up to 33 % yield of LA in 44 % selectivity apart from hydrogen. Alternatively, with acetone as a sacrificial hydrogen acceptor, the CoCl 2 (0.5 mol %) catalyzed dehydrogenation of glycerol at 160 °C in the presence of 1.1 equiv. of NaO t Bu resulted in up to 93 % LA with 96 % selectivity along with another value-added product isopropanol. Labelling studies revealed a modest secondary KIE of 1.68 which points to the involvement of C-H bond activation as a part of the catalytic cycle but not as a part of the rate-determining step. Catalyst poisoning experiments with PPh 3 and CS 2 are indicative of the homogeneous nature of the reaction mixture involving molecular species that are likely to be in-situ formed octahedral Co(II) as inferred from EPR, HRMS and Evans magnetic moment studies. The net transfer dehydrogenation activity is attributed to exclusive contribution from the alcoholysis step.
- Publication
Chemistry (Weinheim an der Bergstrasse, Germany), 2024, Vol 30, Issue 1, pe202302686
- ISSN
1521-3765
- Publication type
Journal Article
- DOI
10.1002/chem.202302686