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Aroylhydrazone Schiff Base Derived Cu(II) and V(V) Complexes: Efficient Catalysts towards Neat Microwave-Assisted Oxidation of Alcohols
A new hexa-nuclear Cu(II) complex [Cu(3)(μ(2)-1κNO(2),2κNO(2)-L)(μ-Cl)(2)(Cl)(MeOH)(DMF)(2)](2) (1), where H(4)L = N′(1),N′(2)-bis(2-hydroxybenzylidene)oxalohydrazide, was synthesized and fully characterized by IR spectroscopy, ESI-MS, elemental analysis, and single crystal X-ray diffraction. Comple...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7215666/ https://www.ncbi.nlm.nih.gov/pubmed/32325701 http://dx.doi.org/10.3390/ijms21082832 |
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author | Sutradhar, Manas Roy Barman, Tannistha Pombeiro, Armando J. L. Martins, Luísa M. D. R. S. |
author_facet | Sutradhar, Manas Roy Barman, Tannistha Pombeiro, Armando J. L. Martins, Luísa M. D. R. S. |
author_sort | Sutradhar, Manas |
collection | PubMed |
description | A new hexa-nuclear Cu(II) complex [Cu(3)(μ(2)-1κNO(2),2κNO(2)-L)(μ-Cl)(2)(Cl)(MeOH)(DMF)(2)](2) (1), where H(4)L = N′(1),N′(2)-bis(2-hydroxybenzylidene)oxalohydrazide, was synthesized and fully characterized by IR spectroscopy, ESI-MS, elemental analysis, and single crystal X-ray diffraction. Complex 1 and the dinuclear oxidovanadium(V) one [{VO(OEt)(EtOH)}(2)(1κNO(2),2κNO(2)-L)]·2H(2)O (2) were used as catalyst precursors for the neat oxidation of primary (cinnamyl alcohol) and secondary (1-phenyl ethanol, benzhydrol) benzyl alcohols and of the secondary aliphatic alcohol cyclohexanol, under microwave irradiation using tert-butyl hydroperoxide (TBHP) as oxidant. Oxidations proceed via radical mechanisms. The copper(II) compound 1 exhibited higher catalytic activity than the vanadium(V) complex 2 for all the tested alcohol substrates. The highest conversion was found for 1-phenylethanol, yielding 95.3% of acetophenone in the presence of 1 and in solvent and promoter-free conditions. This new Cu(II) complex was found to exhibit higher activity under milder reaction conditions than the reported aroylhydrazone Cu(II) analogues. |
format | Online Article Text |
id | pubmed-7215666 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-72156662020-05-22 Aroylhydrazone Schiff Base Derived Cu(II) and V(V) Complexes: Efficient Catalysts towards Neat Microwave-Assisted Oxidation of Alcohols Sutradhar, Manas Roy Barman, Tannistha Pombeiro, Armando J. L. Martins, Luísa M. D. R. S. Int J Mol Sci Article A new hexa-nuclear Cu(II) complex [Cu(3)(μ(2)-1κNO(2),2κNO(2)-L)(μ-Cl)(2)(Cl)(MeOH)(DMF)(2)](2) (1), where H(4)L = N′(1),N′(2)-bis(2-hydroxybenzylidene)oxalohydrazide, was synthesized and fully characterized by IR spectroscopy, ESI-MS, elemental analysis, and single crystal X-ray diffraction. Complex 1 and the dinuclear oxidovanadium(V) one [{VO(OEt)(EtOH)}(2)(1κNO(2),2κNO(2)-L)]·2H(2)O (2) were used as catalyst precursors for the neat oxidation of primary (cinnamyl alcohol) and secondary (1-phenyl ethanol, benzhydrol) benzyl alcohols and of the secondary aliphatic alcohol cyclohexanol, under microwave irradiation using tert-butyl hydroperoxide (TBHP) as oxidant. Oxidations proceed via radical mechanisms. The copper(II) compound 1 exhibited higher catalytic activity than the vanadium(V) complex 2 for all the tested alcohol substrates. The highest conversion was found for 1-phenylethanol, yielding 95.3% of acetophenone in the presence of 1 and in solvent and promoter-free conditions. This new Cu(II) complex was found to exhibit higher activity under milder reaction conditions than the reported aroylhydrazone Cu(II) analogues. MDPI 2020-04-18 /pmc/articles/PMC7215666/ /pubmed/32325701 http://dx.doi.org/10.3390/ijms21082832 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Sutradhar, Manas Roy Barman, Tannistha Pombeiro, Armando J. L. Martins, Luísa M. D. R. S. Aroylhydrazone Schiff Base Derived Cu(II) and V(V) Complexes: Efficient Catalysts towards Neat Microwave-Assisted Oxidation of Alcohols |
title | Aroylhydrazone Schiff Base Derived Cu(II) and V(V) Complexes: Efficient Catalysts towards Neat Microwave-Assisted Oxidation of Alcohols |
title_full | Aroylhydrazone Schiff Base Derived Cu(II) and V(V) Complexes: Efficient Catalysts towards Neat Microwave-Assisted Oxidation of Alcohols |
title_fullStr | Aroylhydrazone Schiff Base Derived Cu(II) and V(V) Complexes: Efficient Catalysts towards Neat Microwave-Assisted Oxidation of Alcohols |
title_full_unstemmed | Aroylhydrazone Schiff Base Derived Cu(II) and V(V) Complexes: Efficient Catalysts towards Neat Microwave-Assisted Oxidation of Alcohols |
title_short | Aroylhydrazone Schiff Base Derived Cu(II) and V(V) Complexes: Efficient Catalysts towards Neat Microwave-Assisted Oxidation of Alcohols |
title_sort | aroylhydrazone schiff base derived cu(ii) and v(v) complexes: efficient catalysts towards neat microwave-assisted oxidation of alcohols |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7215666/ https://www.ncbi.nlm.nih.gov/pubmed/32325701 http://dx.doi.org/10.3390/ijms21082832 |
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