Catalytic oxidation of a model volatile organic compound (toluene) with tetranuclear Cu(II) complexes
[Display omitted] •Synthesis and characterization of tetranuclear Cu(II) cubane.•Catalytic activity study of two different tetranuclear Cu(II) cubanes.•Catalytic conversion of volatile organic compounds to useful organic compounds.•Peroxidative oxidation of toluene yields benzaldehyde and o-cresol a...
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| Veröffentlicht in: | Inorganica Chimica Acta 2021-05, Vol.520, p.1-7, Article 120314 |
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| container_title | Inorganica Chimica Acta |
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| creator | Sutradhar, Manas Alegria, Elisabete C.B.A. Barman, Tannistha Roy Lapa, Hugo M. Guedes da Silva, M. Fátima C. Pombeiro, Armando J.L. |
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•Synthesis and characterization of tetranuclear Cu(II) cubane.•Catalytic activity study of two different tetranuclear Cu(II) cubanes.•Catalytic conversion of volatile organic compounds to useful organic compounds.•Peroxidative oxidation of toluene yields benzaldehyde and o-cresol as main products.
A tetranuclear Cu(II) cubane [Cu2(μ-1κONO’:2κOO’:3κO-HL)(μ-1κONO’:2κOO’-HL)]2‧4dmf (1) derived form (2,3-dihydroxybenzylidene)-2-hydroxybenzohydrazide (H3L) was synthesized at room temperature and characterized by elemental analysis, IR spectroscopy, ESI-MS and single crystal X-ray diffraction. The known tetranuclear Cu(II) open-cubane [Cu(HL)]4‧4EtOH (2) was synthesized from the same pro-ligand following a similar method or the reported one. The different tautomeric forms (keto and enol) of the organic ligands in 1 and 2 explain their different structural features. Both complexes were screened as catalysts for the peroxidative oxidation of toluene with tert-butyl hydroperoxide, achieving benzaldehyde and o-cresol as the main products. Complex 1 exhibits the highest activity (maximum product yield of 11%). |
| doi_str_mv | 10.1016/j.ica.2021.120314 |
| format | Article |
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•Synthesis and characterization of tetranuclear Cu(II) cubane.•Catalytic activity study of two different tetranuclear Cu(II) cubanes.•Catalytic conversion of volatile organic compounds to useful organic compounds.•Peroxidative oxidation of toluene yields benzaldehyde and o-cresol as main products.
A tetranuclear Cu(II) cubane [Cu2(μ-1κONO’:2κOO’:3κO-HL)(μ-1κONO’:2κOO’-HL)]2‧4dmf (1) derived form (2,3-dihydroxybenzylidene)-2-hydroxybenzohydrazide (H3L) was synthesized at room temperature and characterized by elemental analysis, IR spectroscopy, ESI-MS and single crystal X-ray diffraction. The known tetranuclear Cu(II) open-cubane [Cu(HL)]4‧4EtOH (2) was synthesized from the same pro-ligand following a similar method or the reported one. The different tautomeric forms (keto and enol) of the organic ligands in 1 and 2 explain their different structural features. Both complexes were screened as catalysts for the peroxidative oxidation of toluene with tert-butyl hydroperoxide, achieving benzaldehyde and o-cresol as the main products. Complex 1 exhibits the highest activity (maximum product yield of 11%).</description><identifier>ISSN: 0020-1693</identifier><identifier>EISSN: 1873-3255</identifier><identifier>DOI: 10.1016/j.ica.2021.120314</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Aroylhydrazone ; Benzaldehyde ; Butyl hydroperoxide ; Catalytic oxidation ; Chemical analysis ; Cu(II) complexes ; Cubane ; Infrared analysis ; Infrared spectroscopy ; Ligands ; Oxidation ; Oxidation of toluene ; Peroxidative oxidation ; Room temperature ; Single crystals ; Synthesis ; Toluene ; VOCs ; Volatile organic compounds ; X-ray structure</subject><ispartof>Inorganica Chimica Acta, 2021-05, Vol.520, p.1-7, Article 120314</ispartof><rights>2021 Elsevier B.V.</rights><rights>Copyright Elsevier Science Ltd. May 24, 2021</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c354t-37a8c3bf5664058433a823cf80438495b5ac20bc62a840ed807f368255ca9bf93</citedby><cites>FETCH-LOGICAL-c354t-37a8c3bf5664058433a823cf80438495b5ac20bc62a840ed807f368255ca9bf93</cites><orcidid>0000-0003-1872-9193 ; 0000-0003-3349-9154 ; 0000-0003-4060-1057 ; 0000-0003-4836-2409 ; 0000-0002-5147-7648 ; 0000-0001-8323-888X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0020169321000700$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65534</link.rule.ids></links><search><creatorcontrib>Sutradhar, Manas</creatorcontrib><creatorcontrib>Alegria, Elisabete C.B.A.</creatorcontrib><creatorcontrib>Barman, Tannistha Roy</creatorcontrib><creatorcontrib>Lapa, Hugo M.</creatorcontrib><creatorcontrib>Guedes da Silva, M. Fátima C.</creatorcontrib><creatorcontrib>Pombeiro, Armando J.L.</creatorcontrib><title>Catalytic oxidation of a model volatile organic compound (toluene) with tetranuclear Cu(II) complexes</title><title>Inorganica Chimica Acta</title><description>[Display omitted]
•Synthesis and characterization of tetranuclear Cu(II) cubane.•Catalytic activity study of two different tetranuclear Cu(II) cubanes.•Catalytic conversion of volatile organic compounds to useful organic compounds.•Peroxidative oxidation of toluene yields benzaldehyde and o-cresol as main products.
A tetranuclear Cu(II) cubane [Cu2(μ-1κONO’:2κOO’:3κO-HL)(μ-1κONO’:2κOO’-HL)]2‧4dmf (1) derived form (2,3-dihydroxybenzylidene)-2-hydroxybenzohydrazide (H3L) was synthesized at room temperature and characterized by elemental analysis, IR spectroscopy, ESI-MS and single crystal X-ray diffraction. The known tetranuclear Cu(II) open-cubane [Cu(HL)]4‧4EtOH (2) was synthesized from the same pro-ligand following a similar method or the reported one. The different tautomeric forms (keto and enol) of the organic ligands in 1 and 2 explain their different structural features. Both complexes were screened as catalysts for the peroxidative oxidation of toluene with tert-butyl hydroperoxide, achieving benzaldehyde and o-cresol as the main products. Complex 1 exhibits the highest activity (maximum product yield of 11%).</description><subject>Aroylhydrazone</subject><subject>Benzaldehyde</subject><subject>Butyl hydroperoxide</subject><subject>Catalytic oxidation</subject><subject>Chemical analysis</subject><subject>Cu(II) complexes</subject><subject>Cubane</subject><subject>Infrared analysis</subject><subject>Infrared spectroscopy</subject><subject>Ligands</subject><subject>Oxidation</subject><subject>Oxidation of toluene</subject><subject>Peroxidative oxidation</subject><subject>Room temperature</subject><subject>Single crystals</subject><subject>Synthesis</subject><subject>Toluene</subject><subject>VOCs</subject><subject>Volatile organic compounds</subject><subject>X-ray structure</subject><issn>0020-1693</issn><issn>1873-3255</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp90MGO0zAQBmALgURZeABuluCwe0gZZ-LUESdU7UKllbjsnq2pMwFXaVxsp-y-PS7hzGmk0Tczml-I9wrWClT76bD2jtY11GqtakDVvBArZTZYYa31S7ECqKFSbYevxZuUDgAILeqV4C1lGp-zdzI8-Z6yD5MMgyR5DD2P8hzG0htZhviDpqJcOJ7CPPXyOodx5olv5G-ff8rMOdI0u5Epyu18vdvd_LUjP3F6K14NNCZ-969eice724ftt-r--9fd9st95VA3ucINGYf7QbdtA9o0iGRqdIOBBk3T6b0mV8PetTWZBrg3sBmwNeVDR91-6PBKfFj2nmL4NXPK9hDmOJWTtiDdGqU6LEotysWQUuTBnqI_Uny2CuwlTXuwJU17SdMuaZaZj8tMdEQnG_nsU6ZUeANgLw6xM4V9XhiXL8-eo03O8-S495Fdtn3w_znyBygHh0A</recordid><startdate>20210524</startdate><enddate>20210524</enddate><creator>Sutradhar, Manas</creator><creator>Alegria, Elisabete C.B.A.</creator><creator>Barman, Tannistha Roy</creator><creator>Lapa, Hugo M.</creator><creator>Guedes da Silva, M. Fátima C.</creator><creator>Pombeiro, Armando J.L.</creator><general>Elsevier B.V</general><general>Elsevier</general><general>Elsevier Science Ltd</general><scope>RCLKO</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><orcidid>https://orcid.org/0000-0003-1872-9193</orcidid><orcidid>https://orcid.org/0000-0003-3349-9154</orcidid><orcidid>https://orcid.org/0000-0003-4060-1057</orcidid><orcidid>https://orcid.org/0000-0003-4836-2409</orcidid><orcidid>https://orcid.org/0000-0002-5147-7648</orcidid><orcidid>https://orcid.org/0000-0001-8323-888X</orcidid></search><sort><creationdate>20210524</creationdate><title>Catalytic oxidation of a model volatile organic compound (toluene) with tetranuclear Cu(II) complexes</title><author>Sutradhar, Manas ; Alegria, Elisabete C.B.A. ; Barman, Tannistha Roy ; Lapa, Hugo M. ; Guedes da Silva, M. Fátima C. ; Pombeiro, Armando J.L.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c354t-37a8c3bf5664058433a823cf80438495b5ac20bc62a840ed807f368255ca9bf93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Aroylhydrazone</topic><topic>Benzaldehyde</topic><topic>Butyl hydroperoxide</topic><topic>Catalytic oxidation</topic><topic>Chemical analysis</topic><topic>Cu(II) complexes</topic><topic>Cubane</topic><topic>Infrared analysis</topic><topic>Infrared spectroscopy</topic><topic>Ligands</topic><topic>Oxidation</topic><topic>Oxidation of toluene</topic><topic>Peroxidative oxidation</topic><topic>Room temperature</topic><topic>Single crystals</topic><topic>Synthesis</topic><topic>Toluene</topic><topic>VOCs</topic><topic>Volatile organic compounds</topic><topic>X-ray structure</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sutradhar, Manas</creatorcontrib><creatorcontrib>Alegria, Elisabete C.B.A.</creatorcontrib><creatorcontrib>Barman, Tannistha Roy</creatorcontrib><creatorcontrib>Lapa, Hugo M.</creatorcontrib><creatorcontrib>Guedes da Silva, M. Fátima C.</creatorcontrib><creatorcontrib>Pombeiro, Armando J.L.</creatorcontrib><collection>RCAAP open access repository</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Inorganica Chimica Acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sutradhar, Manas</au><au>Alegria, Elisabete C.B.A.</au><au>Barman, Tannistha Roy</au><au>Lapa, Hugo M.</au><au>Guedes da Silva, M. Fátima C.</au><au>Pombeiro, Armando J.L.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Catalytic oxidation of a model volatile organic compound (toluene) with tetranuclear Cu(II) complexes</atitle><jtitle>Inorganica Chimica Acta</jtitle><date>2021-05-24</date><risdate>2021</risdate><volume>520</volume><spage>1</spage><epage>7</epage><pages>1-7</pages><artnum>120314</artnum><issn>0020-1693</issn><eissn>1873-3255</eissn><abstract>[Display omitted]
•Synthesis and characterization of tetranuclear Cu(II) cubane.•Catalytic activity study of two different tetranuclear Cu(II) cubanes.•Catalytic conversion of volatile organic compounds to useful organic compounds.•Peroxidative oxidation of toluene yields benzaldehyde and o-cresol as main products.
A tetranuclear Cu(II) cubane [Cu2(μ-1κONO’:2κOO’:3κO-HL)(μ-1κONO’:2κOO’-HL)]2‧4dmf (1) derived form (2,3-dihydroxybenzylidene)-2-hydroxybenzohydrazide (H3L) was synthesized at room temperature and characterized by elemental analysis, IR spectroscopy, ESI-MS and single crystal X-ray diffraction. The known tetranuclear Cu(II) open-cubane [Cu(HL)]4‧4EtOH (2) was synthesized from the same pro-ligand following a similar method or the reported one. The different tautomeric forms (keto and enol) of the organic ligands in 1 and 2 explain their different structural features. Both complexes were screened as catalysts for the peroxidative oxidation of toluene with tert-butyl hydroperoxide, achieving benzaldehyde and o-cresol as the main products. Complex 1 exhibits the highest activity (maximum product yield of 11%).</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><doi>10.1016/j.ica.2021.120314</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0003-1872-9193</orcidid><orcidid>https://orcid.org/0000-0003-3349-9154</orcidid><orcidid>https://orcid.org/0000-0003-4060-1057</orcidid><orcidid>https://orcid.org/0000-0003-4836-2409</orcidid><orcidid>https://orcid.org/0000-0002-5147-7648</orcidid><orcidid>https://orcid.org/0000-0001-8323-888X</orcidid><oa>free_for_read</oa></addata></record> |
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| subjects | Aroylhydrazone Benzaldehyde Butyl hydroperoxide Catalytic oxidation Chemical analysis Cu(II) complexes Cubane Infrared analysis Infrared spectroscopy Ligands Oxidation Oxidation of toluene Peroxidative oxidation Room temperature Single crystals Synthesis Toluene VOCs Volatile organic compounds X-ray structure |
| title | Catalytic oxidation of a model volatile organic compound (toluene) with tetranuclear Cu(II) complexes |
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