Cargando…

Catalytic Activity of Polynuclear vs. Dinuclear Aroylhydrazone Cu(II) Complexes in Microwave-Assisted Oxidation of Neat Aliphatic and Aromatic Hydrocarbons

One-dimensional (1D) polynuclear Cu(II) complex (1) derived from (5-bromo-2-hydroxybenzylidene)-2-hydroxybenzohydrazide (H(2)L) is synthesized and characterized by elemental analysis, IR spectroscopy, ESI-MS, and single crystal X-ray crystallography. Its catalytic performance towards the solvent-fre...

Descripción completa

Detalles Bibliográficos
Autores principales: Sutradhar, Manas, Barman, Tannistha Roy, Pombeiro, Armando J. L., Martins, Luísa M.D.R.S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6337553/
https://www.ncbi.nlm.nih.gov/pubmed/30583583
http://dx.doi.org/10.3390/molecules24010047
_version_ 1783388281598115840
author Sutradhar, Manas
Barman, Tannistha Roy
Pombeiro, Armando J. L.
Martins, Luísa M.D.R.S.
author_facet Sutradhar, Manas
Barman, Tannistha Roy
Pombeiro, Armando J. L.
Martins, Luísa M.D.R.S.
author_sort Sutradhar, Manas
collection PubMed
description One-dimensional (1D) polynuclear Cu(II) complex (1) derived from (5-bromo-2-hydroxybenzylidene)-2-hydroxybenzohydrazide (H(2)L) is synthesized and characterized by elemental analysis, IR spectroscopy, ESI-MS, and single crystal X-ray crystallography. Its catalytic performance towards the solvent-free microwave-assisted peroxidative oxidation of aliphatic and aromatic hydrocarbons under mild conditions is compared with that of dinuclear Cu(II) complexes (2 and 3) of the same ligand, previously reported as antiproliferative agents. Polymer 1 exhibits the highest activity, either for the oxidation of cyclohexane (leading to overall yields, based on the alkane, of up to 39% of cyclohexanol and cyclohexanone) or towards the oxidation of toluene (selectively affording benzaldehyde up to a 44% yield), after 2 or 2.5 h of irradiation at 80 or 50 °C, respectively.
format Online
Article
Text
id pubmed-6337553
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-63375532019-01-25 Catalytic Activity of Polynuclear vs. Dinuclear Aroylhydrazone Cu(II) Complexes in Microwave-Assisted Oxidation of Neat Aliphatic and Aromatic Hydrocarbons Sutradhar, Manas Barman, Tannistha Roy Pombeiro, Armando J. L. Martins, Luísa M.D.R.S. Molecules Article One-dimensional (1D) polynuclear Cu(II) complex (1) derived from (5-bromo-2-hydroxybenzylidene)-2-hydroxybenzohydrazide (H(2)L) is synthesized and characterized by elemental analysis, IR spectroscopy, ESI-MS, and single crystal X-ray crystallography. Its catalytic performance towards the solvent-free microwave-assisted peroxidative oxidation of aliphatic and aromatic hydrocarbons under mild conditions is compared with that of dinuclear Cu(II) complexes (2 and 3) of the same ligand, previously reported as antiproliferative agents. Polymer 1 exhibits the highest activity, either for the oxidation of cyclohexane (leading to overall yields, based on the alkane, of up to 39% of cyclohexanol and cyclohexanone) or towards the oxidation of toluene (selectively affording benzaldehyde up to a 44% yield), after 2 or 2.5 h of irradiation at 80 or 50 °C, respectively. MDPI 2018-12-23 /pmc/articles/PMC6337553/ /pubmed/30583583 http://dx.doi.org/10.3390/molecules24010047 Text en © 2018 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
Barman, Tannistha Roy
Pombeiro, Armando J. L.
Martins, Luísa M.D.R.S.
Catalytic Activity of Polynuclear vs. Dinuclear Aroylhydrazone Cu(II) Complexes in Microwave-Assisted Oxidation of Neat Aliphatic and Aromatic Hydrocarbons
title Catalytic Activity of Polynuclear vs. Dinuclear Aroylhydrazone Cu(II) Complexes in Microwave-Assisted Oxidation of Neat Aliphatic and Aromatic Hydrocarbons
title_full Catalytic Activity of Polynuclear vs. Dinuclear Aroylhydrazone Cu(II) Complexes in Microwave-Assisted Oxidation of Neat Aliphatic and Aromatic Hydrocarbons
title_fullStr Catalytic Activity of Polynuclear vs. Dinuclear Aroylhydrazone Cu(II) Complexes in Microwave-Assisted Oxidation of Neat Aliphatic and Aromatic Hydrocarbons
title_full_unstemmed Catalytic Activity of Polynuclear vs. Dinuclear Aroylhydrazone Cu(II) Complexes in Microwave-Assisted Oxidation of Neat Aliphatic and Aromatic Hydrocarbons
title_short Catalytic Activity of Polynuclear vs. Dinuclear Aroylhydrazone Cu(II) Complexes in Microwave-Assisted Oxidation of Neat Aliphatic and Aromatic Hydrocarbons
title_sort catalytic activity of polynuclear vs. dinuclear aroylhydrazone cu(ii) complexes in microwave-assisted oxidation of neat aliphatic and aromatic hydrocarbons
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6337553/
https://www.ncbi.nlm.nih.gov/pubmed/30583583
http://dx.doi.org/10.3390/molecules24010047
work_keys_str_mv AT sutradharmanas catalyticactivityofpolynuclearvsdinucleararoylhydrazonecuiicomplexesinmicrowaveassistedoxidationofneataliphaticandaromatichydrocarbons
AT barmantannistharoy catalyticactivityofpolynuclearvsdinucleararoylhydrazonecuiicomplexesinmicrowaveassistedoxidationofneataliphaticandaromatichydrocarbons
AT pombeiroarmandojl catalyticactivityofpolynuclearvsdinucleararoylhydrazonecuiicomplexesinmicrowaveassistedoxidationofneataliphaticandaromatichydrocarbons
AT martinsluisamdrs catalyticactivityofpolynuclearvsdinucleararoylhydrazonecuiicomplexesinmicrowaveassistedoxidationofneataliphaticandaromatichydrocarbons