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Copper(II)-salicylaldehydate/-methoxy(pyridine-2-yl)methanolate complexes via in-situ hydrolysis of Schiff bases
Reaction of copper(II) nitrate with (R)-N-1-(p-BrC6H4)ethyl-salicylaldimine or (R)-1-(p-BrC6H4)-N-((pyridin-2-yl)methylene)ethanamine in presence of 2,2′-bipyridine (bipy) provides the mixed-ligated dinuclear bis[(µ-salicylaldehydato-κO,O′:O′)(2,2′-bipyridine)nitrato-copper(II)] (2) or bis[{µ-methox...
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| Published in: | Inorganica Chimica Acta 2017-08, Vol.464, p.186-194 |
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| creator | Enamullah, Mohammed Chamayou, Anne-Christine Banu, Kazi Saima Kautz, Anna Christin Janiak, Christoph |
| description | Reaction of copper(II) nitrate with (R)-N-1-(p-BrC6H4)ethyl-salicylaldimine or (R)-1-(p-BrC6H4)-N-((pyridin-2-yl)methylene)ethanamine in presence of 2,2′-bipyridine (bipy) provides the mixed-ligated dinuclear bis[(µ-salicylaldehydato-κO,O′:O′)(2,2′-bipyridine)nitrato-copper(II)] (2) or bis[{µ-methoxy(pyridine-2-yl)methanolato-κN,O:O}(methanol)nitrato-copper(II)] (3).
[Display omitted]
•Copper(II)-salicylaldehydate/-methoxy(pyridine-2-yl)methanolate complexes.•Mixed-ligated dinuclear copper(II)-complexes.•In-situ hydrolysis of the Schiff base ligands.•N2O4-type coordination sphere around copper(II) with an elongated octahedron due to the Jahn-Teller effect.•Two quasi-reversible one electron charge transfer processes in acetonitrile.
Reaction of copper(II) nitrate with N-2-(R-pyridyl)salicylaldimine affords the mononuclear bis[salicylaldehydato-κO,O′]copper(II) (1) via acidic hydrolysis of the aldimine ligand back to the salicylaldehyde. Similarly, reaction with (R)-N-1-(p-BrC6H4)ethyl-salicylaldimine or (R)-1-(p-BrC6H4)-N-((pyridin-2-yl)methylene)ethanamine in presence of 2,2′-bipyridine (bipy) provides the mixed-ligated dinuclear bis[(µ-salicylaldehydato-κO,O′:O′)(2,2′-bipyridine)nitrato-copper(II)] (2) or bis[{µ-methoxy(pyridine-2-yl)methanolato-κN,O:O}(methanol)nitrato-copper(II)] (3). The structures of 2 and 3 consist of a dinuclear unit involving two (bipy)(salicylaldehydate)- or {methoxy(pyridine-2-yl)methanolate}(methanol)-coordinated copper(II) cations and two nitrate anions. The coordination sphere of copper is of N2O4-type with an elongated octahedron due to the Jahn-Teller effect in 2. The axial positions of the square bipyramid are occupied by the oxygen atoms from NO3− and the phenoxo group of the nearest salicylaldehydate molecule. The coordination sphere of copper is of NO4-type in 3, with the alkoxido group of methoxy(pyridine-2-yl)methanolate bridging between the Cu atoms. Cyclic voltammograms for 1 demonstrate two quasi-reversible one electron charge transfer processes for [Cu(L)2]2−/[Cu(L)2]− and [Cu(L)2]−/[Cu(L)2] (L=salicylaldehydato), respectively in acetonitrile. DSC analyses reveal an irreversible phase transformation from solid to solid-liquid mixture phase, and then to an isotropic liquid phase for 1. The excited state properties of 1 studied by DFT/TDDFT are comparable to the experimental electronic spectrum. |
| doi_str_mv | 10.1016/j.ica.2017.05.001 |
| format | article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2049649735</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S002016931730381X</els_id><sourcerecordid>2049649735</sourcerecordid><originalsourceid>FETCH-LOGICAL-c325t-465192e474dcd8a26ae6f6af7c80836364f8877da9ec5d0a697d7a52a2240a073</originalsourceid><addsrcrecordid>eNp9kMFq3DAQhkVIoZs0D9CbIZfkIGckWZJNTmFpk4VADm3OQpXGrBav5UjeEL99tWzOOQ0M_zfz8xHyk0HNgKm7XR2crTkwXYOsAdgZWbFWCyq4lOdkBcCBMtWJ7-Qi5x2AACXkikzrOE2YbjabW5rtENwy2MHjdvF2xju6x3kbP5abaUnBhxEpp8twe9zaMQ4lUrm4nwb8wFy9B1uFkeYwH6rCpzgsOeQq9tUftw19X_2zGfMP8q23Q8arz3lJXn__-rt-os8vj5v1wzN1pfFMGyVZx7HRjXe-tVxZVL2yvXYttEIJ1fRtq7W3HTrpwapOe20lt5w3YEGLS3J9ujul-HbAPJtdPKSxvDQcmk41nRaypNgp5VLMOWFvphT2Ni2GgTmKNTtTxJqjWAPSFLGFuT8xWOq_B0wmu4CjQx8Sutn4GL6g_wPmsoFX</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2049649735</pqid></control><display><type>article</type><title>Copper(II)-salicylaldehydate/-methoxy(pyridine-2-yl)methanolate complexes via in-situ hydrolysis of Schiff bases</title><source>Elsevier</source><creator>Enamullah, Mohammed ; Chamayou, Anne-Christine ; Banu, Kazi Saima ; Kautz, Anna Christin ; Janiak, Christoph</creator><creatorcontrib>Enamullah, Mohammed ; Chamayou, Anne-Christine ; Banu, Kazi Saima ; Kautz, Anna Christin ; Janiak, Christoph</creatorcontrib><description>Reaction of copper(II) nitrate with (R)-N-1-(p-BrC6H4)ethyl-salicylaldimine or (R)-1-(p-BrC6H4)-N-((pyridin-2-yl)methylene)ethanamine in presence of 2,2′-bipyridine (bipy) provides the mixed-ligated dinuclear bis[(µ-salicylaldehydato-κO,O′:O′)(2,2′-bipyridine)nitrato-copper(II)] (2) or bis[{µ-methoxy(pyridine-2-yl)methanolato-κN,O:O}(methanol)nitrato-copper(II)] (3).
[Display omitted]
•Copper(II)-salicylaldehydate/-methoxy(pyridine-2-yl)methanolate complexes.•Mixed-ligated dinuclear copper(II)-complexes.•In-situ hydrolysis of the Schiff base ligands.•N2O4-type coordination sphere around copper(II) with an elongated octahedron due to the Jahn-Teller effect.•Two quasi-reversible one electron charge transfer processes in acetonitrile.
Reaction of copper(II) nitrate with N-2-(R-pyridyl)salicylaldimine affords the mononuclear bis[salicylaldehydato-κO,O′]copper(II) (1) via acidic hydrolysis of the aldimine ligand back to the salicylaldehyde. Similarly, reaction with (R)-N-1-(p-BrC6H4)ethyl-salicylaldimine or (R)-1-(p-BrC6H4)-N-((pyridin-2-yl)methylene)ethanamine in presence of 2,2′-bipyridine (bipy) provides the mixed-ligated dinuclear bis[(µ-salicylaldehydato-κO,O′:O′)(2,2′-bipyridine)nitrato-copper(II)] (2) or bis[{µ-methoxy(pyridine-2-yl)methanolato-κN,O:O}(methanol)nitrato-copper(II)] (3). The structures of 2 and 3 consist of a dinuclear unit involving two (bipy)(salicylaldehydate)- or {methoxy(pyridine-2-yl)methanolate}(methanol)-coordinated copper(II) cations and two nitrate anions. The coordination sphere of copper is of N2O4-type with an elongated octahedron due to the Jahn-Teller effect in 2. The axial positions of the square bipyramid are occupied by the oxygen atoms from NO3− and the phenoxo group of the nearest salicylaldehydate molecule. The coordination sphere of copper is of NO4-type in 3, with the alkoxido group of methoxy(pyridine-2-yl)methanolate bridging between the Cu atoms. Cyclic voltammograms for 1 demonstrate two quasi-reversible one electron charge transfer processes for [Cu(L)2]2−/[Cu(L)2]− and [Cu(L)2]−/[Cu(L)2] (L=salicylaldehydato), respectively in acetonitrile. DSC analyses reveal an irreversible phase transformation from solid to solid-liquid mixture phase, and then to an isotropic liquid phase for 1. The excited state properties of 1 studied by DFT/TDDFT are comparable to the experimental electronic spectrum.</description><identifier>ISSN: 0020-1693</identifier><identifier>EISSN: 1873-3255</identifier><identifier>DOI: 10.1016/j.ica.2017.05.001</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Acetonitrile ; Charge transfer ; Chemical synthesis ; Copper ; Copper compounds ; Cu(II)-salicylaldehydate/-methoxy(pyridine-2-yl)methanolate ; Cyclic voltammograms ; DFT/TDDFT ; Elongation ; Hydrolysis ; Imines ; In-situ hydrolysis of the Schiff base ligands ; Jahn-Teller effect ; Ligands ; Methanol ; Mixed-ligated dinuclear copper(II)-complexes ; Molecular chains ; Nitrogen tetroxide ; Oxygen atoms ; Phase transitions</subject><ispartof>Inorganica Chimica Acta, 2017-08, Vol.464, p.186-194</ispartof><rights>2017 Elsevier B.V.</rights><rights>Copyright Elsevier Science Ltd. Aug 1, 2017</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c325t-465192e474dcd8a26ae6f6af7c80836364f8877da9ec5d0a697d7a52a2240a073</citedby><cites>FETCH-LOGICAL-c325t-465192e474dcd8a26ae6f6af7c80836364f8877da9ec5d0a697d7a52a2240a073</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,786,790,27957,27958</link.rule.ids></links><search><creatorcontrib>Enamullah, Mohammed</creatorcontrib><creatorcontrib>Chamayou, Anne-Christine</creatorcontrib><creatorcontrib>Banu, Kazi Saima</creatorcontrib><creatorcontrib>Kautz, Anna Christin</creatorcontrib><creatorcontrib>Janiak, Christoph</creatorcontrib><title>Copper(II)-salicylaldehydate/-methoxy(pyridine-2-yl)methanolate complexes via in-situ hydrolysis of Schiff bases</title><title>Inorganica Chimica Acta</title><description>Reaction of copper(II) nitrate with (R)-N-1-(p-BrC6H4)ethyl-salicylaldimine or (R)-1-(p-BrC6H4)-N-((pyridin-2-yl)methylene)ethanamine in presence of 2,2′-bipyridine (bipy) provides the mixed-ligated dinuclear bis[(µ-salicylaldehydato-κO,O′:O′)(2,2′-bipyridine)nitrato-copper(II)] (2) or bis[{µ-methoxy(pyridine-2-yl)methanolato-κN,O:O}(methanol)nitrato-copper(II)] (3).
[Display omitted]
•Copper(II)-salicylaldehydate/-methoxy(pyridine-2-yl)methanolate complexes.•Mixed-ligated dinuclear copper(II)-complexes.•In-situ hydrolysis of the Schiff base ligands.•N2O4-type coordination sphere around copper(II) with an elongated octahedron due to the Jahn-Teller effect.•Two quasi-reversible one electron charge transfer processes in acetonitrile.
Reaction of copper(II) nitrate with N-2-(R-pyridyl)salicylaldimine affords the mononuclear bis[salicylaldehydato-κO,O′]copper(II) (1) via acidic hydrolysis of the aldimine ligand back to the salicylaldehyde. Similarly, reaction with (R)-N-1-(p-BrC6H4)ethyl-salicylaldimine or (R)-1-(p-BrC6H4)-N-((pyridin-2-yl)methylene)ethanamine in presence of 2,2′-bipyridine (bipy) provides the mixed-ligated dinuclear bis[(µ-salicylaldehydato-κO,O′:O′)(2,2′-bipyridine)nitrato-copper(II)] (2) or bis[{µ-methoxy(pyridine-2-yl)methanolato-κN,O:O}(methanol)nitrato-copper(II)] (3). The structures of 2 and 3 consist of a dinuclear unit involving two (bipy)(salicylaldehydate)- or {methoxy(pyridine-2-yl)methanolate}(methanol)-coordinated copper(II) cations and two nitrate anions. The coordination sphere of copper is of N2O4-type with an elongated octahedron due to the Jahn-Teller effect in 2. The axial positions of the square bipyramid are occupied by the oxygen atoms from NO3− and the phenoxo group of the nearest salicylaldehydate molecule. The coordination sphere of copper is of NO4-type in 3, with the alkoxido group of methoxy(pyridine-2-yl)methanolate bridging between the Cu atoms. Cyclic voltammograms for 1 demonstrate two quasi-reversible one electron charge transfer processes for [Cu(L)2]2−/[Cu(L)2]− and [Cu(L)2]−/[Cu(L)2] (L=salicylaldehydato), respectively in acetonitrile. DSC analyses reveal an irreversible phase transformation from solid to solid-liquid mixture phase, and then to an isotropic liquid phase for 1. The excited state properties of 1 studied by DFT/TDDFT are comparable to the experimental electronic spectrum.</description><subject>Acetonitrile</subject><subject>Charge transfer</subject><subject>Chemical synthesis</subject><subject>Copper</subject><subject>Copper compounds</subject><subject>Cu(II)-salicylaldehydate/-methoxy(pyridine-2-yl)methanolate</subject><subject>Cyclic voltammograms</subject><subject>DFT/TDDFT</subject><subject>Elongation</subject><subject>Hydrolysis</subject><subject>Imines</subject><subject>In-situ hydrolysis of the Schiff base ligands</subject><subject>Jahn-Teller effect</subject><subject>Ligands</subject><subject>Methanol</subject><subject>Mixed-ligated dinuclear copper(II)-complexes</subject><subject>Molecular chains</subject><subject>Nitrogen tetroxide</subject><subject>Oxygen atoms</subject><subject>Phase transitions</subject><issn>0020-1693</issn><issn>1873-3255</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp9kMFq3DAQhkVIoZs0D9CbIZfkIGckWZJNTmFpk4VADm3OQpXGrBav5UjeEL99tWzOOQ0M_zfz8xHyk0HNgKm7XR2crTkwXYOsAdgZWbFWCyq4lOdkBcCBMtWJ7-Qi5x2AACXkikzrOE2YbjabW5rtENwy2MHjdvF2xju6x3kbP5abaUnBhxEpp8twe9zaMQ4lUrm4nwb8wFy9B1uFkeYwH6rCpzgsOeQq9tUftw19X_2zGfMP8q23Q8arz3lJXn__-rt-os8vj5v1wzN1pfFMGyVZx7HRjXe-tVxZVL2yvXYttEIJ1fRtq7W3HTrpwapOe20lt5w3YEGLS3J9ujul-HbAPJtdPKSxvDQcmk41nRaypNgp5VLMOWFvphT2Ni2GgTmKNTtTxJqjWAPSFLGFuT8xWOq_B0wmu4CjQx8Sutn4GL6g_wPmsoFX</recordid><startdate>20170801</startdate><enddate>20170801</enddate><creator>Enamullah, Mohammed</creator><creator>Chamayou, Anne-Christine</creator><creator>Banu, Kazi Saima</creator><creator>Kautz, Anna Christin</creator><creator>Janiak, Christoph</creator><general>Elsevier B.V</general><general>Elsevier Science Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20170801</creationdate><title>Copper(II)-salicylaldehydate/-methoxy(pyridine-2-yl)methanolate complexes via in-situ hydrolysis of Schiff bases</title><author>Enamullah, Mohammed ; Chamayou, Anne-Christine ; Banu, Kazi Saima ; Kautz, Anna Christin ; Janiak, Christoph</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c325t-465192e474dcd8a26ae6f6af7c80836364f8877da9ec5d0a697d7a52a2240a073</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Acetonitrile</topic><topic>Charge transfer</topic><topic>Chemical synthesis</topic><topic>Copper</topic><topic>Copper compounds</topic><topic>Cu(II)-salicylaldehydate/-methoxy(pyridine-2-yl)methanolate</topic><topic>Cyclic voltammograms</topic><topic>DFT/TDDFT</topic><topic>Elongation</topic><topic>Hydrolysis</topic><topic>Imines</topic><topic>In-situ hydrolysis of the Schiff base ligands</topic><topic>Jahn-Teller effect</topic><topic>Ligands</topic><topic>Methanol</topic><topic>Mixed-ligated dinuclear copper(II)-complexes</topic><topic>Molecular chains</topic><topic>Nitrogen tetroxide</topic><topic>Oxygen atoms</topic><topic>Phase transitions</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Enamullah, Mohammed</creatorcontrib><creatorcontrib>Chamayou, Anne-Christine</creatorcontrib><creatorcontrib>Banu, Kazi Saima</creatorcontrib><creatorcontrib>Kautz, Anna Christin</creatorcontrib><creatorcontrib>Janiak, Christoph</creatorcontrib><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>Enamullah, Mohammed</au><au>Chamayou, Anne-Christine</au><au>Banu, Kazi Saima</au><au>Kautz, Anna Christin</au><au>Janiak, Christoph</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Copper(II)-salicylaldehydate/-methoxy(pyridine-2-yl)methanolate complexes via in-situ hydrolysis of Schiff bases</atitle><jtitle>Inorganica Chimica Acta</jtitle><date>2017-08-01</date><risdate>2017</risdate><volume>464</volume><spage>186</spage><epage>194</epage><pages>186-194</pages><issn>0020-1693</issn><eissn>1873-3255</eissn><abstract>Reaction of copper(II) nitrate with (R)-N-1-(p-BrC6H4)ethyl-salicylaldimine or (R)-1-(p-BrC6H4)-N-((pyridin-2-yl)methylene)ethanamine in presence of 2,2′-bipyridine (bipy) provides the mixed-ligated dinuclear bis[(µ-salicylaldehydato-κO,O′:O′)(2,2′-bipyridine)nitrato-copper(II)] (2) or bis[{µ-methoxy(pyridine-2-yl)methanolato-κN,O:O}(methanol)nitrato-copper(II)] (3).
[Display omitted]
•Copper(II)-salicylaldehydate/-methoxy(pyridine-2-yl)methanolate complexes.•Mixed-ligated dinuclear copper(II)-complexes.•In-situ hydrolysis of the Schiff base ligands.•N2O4-type coordination sphere around copper(II) with an elongated octahedron due to the Jahn-Teller effect.•Two quasi-reversible one electron charge transfer processes in acetonitrile.
Reaction of copper(II) nitrate with N-2-(R-pyridyl)salicylaldimine affords the mononuclear bis[salicylaldehydato-κO,O′]copper(II) (1) via acidic hydrolysis of the aldimine ligand back to the salicylaldehyde. Similarly, reaction with (R)-N-1-(p-BrC6H4)ethyl-salicylaldimine or (R)-1-(p-BrC6H4)-N-((pyridin-2-yl)methylene)ethanamine in presence of 2,2′-bipyridine (bipy) provides the mixed-ligated dinuclear bis[(µ-salicylaldehydato-κO,O′:O′)(2,2′-bipyridine)nitrato-copper(II)] (2) or bis[{µ-methoxy(pyridine-2-yl)methanolato-κN,O:O}(methanol)nitrato-copper(II)] (3). The structures of 2 and 3 consist of a dinuclear unit involving two (bipy)(salicylaldehydate)- or {methoxy(pyridine-2-yl)methanolate}(methanol)-coordinated copper(II) cations and two nitrate anions. The coordination sphere of copper is of N2O4-type with an elongated octahedron due to the Jahn-Teller effect in 2. The axial positions of the square bipyramid are occupied by the oxygen atoms from NO3− and the phenoxo group of the nearest salicylaldehydate molecule. The coordination sphere of copper is of NO4-type in 3, with the alkoxido group of methoxy(pyridine-2-yl)methanolate bridging between the Cu atoms. Cyclic voltammograms for 1 demonstrate two quasi-reversible one electron charge transfer processes for [Cu(L)2]2−/[Cu(L)2]− and [Cu(L)2]−/[Cu(L)2] (L=salicylaldehydato), respectively in acetonitrile. DSC analyses reveal an irreversible phase transformation from solid to solid-liquid mixture phase, and then to an isotropic liquid phase for 1. The excited state properties of 1 studied by DFT/TDDFT are comparable to the experimental electronic spectrum.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><doi>10.1016/j.ica.2017.05.001</doi><tpages>9</tpages></addata></record> |
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| subjects | Acetonitrile Charge transfer Chemical synthesis Copper Copper compounds Cu(II)-salicylaldehydate/-methoxy(pyridine-2-yl)methanolate Cyclic voltammograms DFT/TDDFT Elongation Hydrolysis Imines In-situ hydrolysis of the Schiff base ligands Jahn-Teller effect Ligands Methanol Mixed-ligated dinuclear copper(II)-complexes Molecular chains Nitrogen tetroxide Oxygen atoms Phase transitions |
| title | Copper(II)-salicylaldehydate/-methoxy(pyridine-2-yl)methanolate complexes via in-situ hydrolysis of Schiff bases |
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