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Dehydrogenation of primary alcohols to carboxylic acids in water catalyzed by PNHN-manganese(I) carbonyl complexes

journal contribution
posted on 2024-07-04, 12:58 authored by Dexin Fu, Zheng Wang, Ming Liu, Song Liu, Yizhou Wang, Chunyan Wei, Yanping Ma, Qingbin Liu, Gregory A Solan, Wen-Hua Sun
Three classes of manganese(I) complex cation, [(PNHN)Mn(CO)3]Br (Mn1), [(SNHN)Mn(CO)3]Br (Mn2) and [(NRNHN)Mn(CO)3]Br (Mn3 (NMe), Mn4 (NEt), Mn5 (NiPr)), all incorporating a chelating 5,6,7,8-tetrahydro-8-quinolinamine (NHN) but distinct in their third donor atom, have been assessed as catalysts for the dehydrogenative oxidation of primary alcohols to form their corresponding carboxylic acids. Using water as solvent and NaOH as base, PNHN-containing Mn1 proved the most effective allowing both aromatic and aliphatic alcohols to be converted at 160 °C with excellent functional group tolerance (25 examples disclosed). A possible mechanism for this process, that makes use of an acceptorless dehydrogenation pathway, has been proposed and supported by targeted experimentation. Overall, these catalysts show great promise for applications in atom-economic carboxylic acid synthesis as well as in the development of organic hydride-based hydrogen storage systems.

Funding

Nature Science Foundation of Hebei Province (B2022205020 and B2022204020)

Talent Introduction Foundation of Hebei Agricultural University (YJ201931)

Technology Development Fund project (236Z1402G)

History

Citation

Journal of Catalysis, Volume 436, 2024, 115601

Author affiliation

College of Science & Engineering Chemistry

Version

  • AM (Accepted Manuscript)

Published in

Journal of Catalysis

Volume

436

Publisher

Elsevier BV

issn

0021-9517

eissn

1090-2694

Acceptance date

2024-06-10

Copyright date

2024

Available date

2025-06-14

Language

en

Deposited by

Dr Gregory Solan

Deposit date

2024-07-02

Rights Retention Statement

  • No

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