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Synthesis of novel NHC-based transition metal complexes of Pd(II), Au(I), Cu(I) and Ir(III) with pendant 1,2,3-triazole group for remediation of rhodamine B
[Display omitted] •The “CuAAC” or “Click” reaction has been used to create a bidentate ligand, [L1-H(Br)], which has 1-methyl imidazolium salt and is coupled to a pendant triazole molecule via a methylene bridge.•An anion exchange between [L1-H(Br)] and NH4PF6 has been used to create the imidazolium...
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Published in: | Inorganica Chimica Acta 2023-10, Vol.556, p.121617, Article 121617 |
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container_title | Inorganica Chimica Acta |
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creator | Gond, Amrit Chandra, Subhash Yadav, Ashvani Prasad, Virendra Shankar, Vijay Prasad, Lallan Ram, Rajesh |
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•The “CuAAC” or “Click” reaction has been used to create a bidentate ligand, [L1-H(Br)], which has 1-methyl imidazolium salt and is coupled to a pendant triazole molecule via a methylene bridge.•An anion exchange between [L1-H(Br)] and NH4PF6 has been used to create the imidazolium salt [L1-H(PF6)] with a non-coordinating anion PF6. Ag(I)–NHC complex [(L1)2Ag] was produced by reacting [L1-H(PF6)] with half an equivalent of Ag2O. (PF6).•When reacting with the proper equivalents of metal precursors to produce a range of organometallic metal-NHC complexes via transmetallation, it is demonstrated that this Ag(I)–NHC complex is a good carbene transfer agent to other transition metals, both linear and non-linear.•The findings of this study offer promising prospects for using a catalyst in organic synthesis in subsequent studies.
The transition metal-NHC complexes presented here were all created by us. For instance, A bidentate ligand, [L1-H(Br)] having 1-methyl imidazolium salt, using for N-heterocyclic carbene as precursor, connected to a pendant triazole moiety via methylene bridge has been synthesized via ‘CuAAC’ or ‘Click’ reaction. Imidazolium salt, [L1-H(PF6)] with a non-coordinating anion PF6 has been prepared via anion exchange of [L1-H(Br)] with NH4PF6. Reaction of [L1-H(PF6)] with half an equivalent of Ag2O yielded the Ag(I)–NHC complex [(L1)2Ag](PF6). This Ag(I)–NHC complex is shown to be an excellent carbene transfer agent to other transition metals, both linear and non-linear, when reacted with appropriate equivalents of metal precursors to give variety of organometallic metal-NHC complexes via transmetallation. The compound [(L1)IrCl(Cp*)](PF6) has been applied for the remediation of a water pollutant rhodamine B dye from wastewater. The results of this study also provide good opportunities for organic synthesis in future research. |
doi_str_mv | 10.1016/j.ica.2023.121617 |
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•The “CuAAC” or “Click” reaction has been used to create a bidentate ligand, [L1-H(Br)], which has 1-methyl imidazolium salt and is coupled to a pendant triazole molecule via a methylene bridge.•An anion exchange between [L1-H(Br)] and NH4PF6 has been used to create the imidazolium salt [L1-H(PF6)] with a non-coordinating anion PF6. Ag(I)–NHC complex [(L1)2Ag] was produced by reacting [L1-H(PF6)] with half an equivalent of Ag2O. (PF6).•When reacting with the proper equivalents of metal precursors to produce a range of organometallic metal-NHC complexes via transmetallation, it is demonstrated that this Ag(I)–NHC complex is a good carbene transfer agent to other transition metals, both linear and non-linear.•The findings of this study offer promising prospects for using a catalyst in organic synthesis in subsequent studies.
The transition metal-NHC complexes presented here were all created by us. For instance, A bidentate ligand, [L1-H(Br)] having 1-methyl imidazolium salt, using for N-heterocyclic carbene as precursor, connected to a pendant triazole moiety via methylene bridge has been synthesized via ‘CuAAC’ or ‘Click’ reaction. Imidazolium salt, [L1-H(PF6)] with a non-coordinating anion PF6 has been prepared via anion exchange of [L1-H(Br)] with NH4PF6. Reaction of [L1-H(PF6)] with half an equivalent of Ag2O yielded the Ag(I)–NHC complex [(L1)2Ag](PF6). This Ag(I)–NHC complex is shown to be an excellent carbene transfer agent to other transition metals, both linear and non-linear, when reacted with appropriate equivalents of metal precursors to give variety of organometallic metal-NHC complexes via transmetallation. The compound [(L1)IrCl(Cp*)](PF6) has been applied for the remediation of a water pollutant rhodamine B dye from wastewater. The results of this study also provide good opportunities for organic synthesis in future research.</description><identifier>ISSN: 0020-1693</identifier><identifier>EISSN: 1873-3255</identifier><identifier>DOI: 10.1016/j.ica.2023.121617</identifier><language>eng</language><publisher>Elsevier B.V</publisher><subject>Bidentate ligand ; N-heterocyclic carbene (NHC) ; Organometallic chemistry ; Transition metal complex ; Transmetallation</subject><ispartof>Inorganica Chimica Acta, 2023-10, Vol.556, p.121617, Article 121617</ispartof><rights>2023 Elsevier B.V.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c297t-d9a567b9cc7934eeeb6acf82cbf687e32a66f982f36c001fe536b9581efc1b533</citedby><cites>FETCH-LOGICAL-c297t-d9a567b9cc7934eeeb6acf82cbf687e32a66f982f36c001fe536b9581efc1b533</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids></links><search><creatorcontrib>Gond, Amrit</creatorcontrib><creatorcontrib>Chandra, Subhash</creatorcontrib><creatorcontrib>Yadav, Ashvani</creatorcontrib><creatorcontrib>Prasad, Virendra</creatorcontrib><creatorcontrib>Shankar, Vijay</creatorcontrib><creatorcontrib>Prasad, Lallan</creatorcontrib><creatorcontrib>Ram, Rajesh</creatorcontrib><title>Synthesis of novel NHC-based transition metal complexes of Pd(II), Au(I), Cu(I) and Ir(III) with pendant 1,2,3-triazole group for remediation of rhodamine B</title><title>Inorganica Chimica Acta</title><description>[Display omitted]
•The “CuAAC” or “Click” reaction has been used to create a bidentate ligand, [L1-H(Br)], which has 1-methyl imidazolium salt and is coupled to a pendant triazole molecule via a methylene bridge.•An anion exchange between [L1-H(Br)] and NH4PF6 has been used to create the imidazolium salt [L1-H(PF6)] with a non-coordinating anion PF6. Ag(I)–NHC complex [(L1)2Ag] was produced by reacting [L1-H(PF6)] with half an equivalent of Ag2O. (PF6).•When reacting with the proper equivalents of metal precursors to produce a range of organometallic metal-NHC complexes via transmetallation, it is demonstrated that this Ag(I)–NHC complex is a good carbene transfer agent to other transition metals, both linear and non-linear.•The findings of this study offer promising prospects for using a catalyst in organic synthesis in subsequent studies.
The transition metal-NHC complexes presented here were all created by us. For instance, A bidentate ligand, [L1-H(Br)] having 1-methyl imidazolium salt, using for N-heterocyclic carbene as precursor, connected to a pendant triazole moiety via methylene bridge has been synthesized via ‘CuAAC’ or ‘Click’ reaction. Imidazolium salt, [L1-H(PF6)] with a non-coordinating anion PF6 has been prepared via anion exchange of [L1-H(Br)] with NH4PF6. Reaction of [L1-H(PF6)] with half an equivalent of Ag2O yielded the Ag(I)–NHC complex [(L1)2Ag](PF6). This Ag(I)–NHC complex is shown to be an excellent carbene transfer agent to other transition metals, both linear and non-linear, when reacted with appropriate equivalents of metal precursors to give variety of organometallic metal-NHC complexes via transmetallation. The compound [(L1)IrCl(Cp*)](PF6) has been applied for the remediation of a water pollutant rhodamine B dye from wastewater. The results of this study also provide good opportunities for organic synthesis in future research.</description><subject>Bidentate ligand</subject><subject>N-heterocyclic carbene (NHC)</subject><subject>Organometallic chemistry</subject><subject>Transition metal complex</subject><subject>Transmetallation</subject><issn>0020-1693</issn><issn>1873-3255</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp9kMtOwzAQRS0EEuXxAey8BKkpfhAnEatSAa1UARKwthxnTF0ldmW75fEtfCwpZc3qjjRz78wchM4oGVFCxeVyZLUaMcL4iDIqaLGHBrQseMZZnu-jASGMZFRU_BAdxbgkhBPB8wH6fv50aQHRRuwNdn4DLX6YTrJaRWhwCspFm6x3uIOkWqx9t2rhA36nn5rz2exiiMfr861MtoKVa_As9I2-frdpgVfgGuUSpkM25FkKVn35FvBb8OsVNj7gAB00Vv1u6VPDwjeqsw7wzQk6MKqNcPqnx-j17vZlMs3mj_ezyXieaVYVKWsqlYuirrQuKn4FALVQ2pRM10aUBXCmhDBVyQwXmhBqIOeirvKSgtG0zjk_RnSXq4OPMYCRq2A7FT4lJXKLVy5lj1du8cod3t5zvfNAf9jGQpBRW3C6fyWATrLx9h_3D1UjgbU</recordid><startdate>20231001</startdate><enddate>20231001</enddate><creator>Gond, Amrit</creator><creator>Chandra, Subhash</creator><creator>Yadav, Ashvani</creator><creator>Prasad, Virendra</creator><creator>Shankar, Vijay</creator><creator>Prasad, Lallan</creator><creator>Ram, Rajesh</creator><general>Elsevier B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20231001</creationdate><title>Synthesis of novel NHC-based transition metal complexes of Pd(II), Au(I), Cu(I) and Ir(III) with pendant 1,2,3-triazole group for remediation of rhodamine B</title><author>Gond, Amrit ; Chandra, Subhash ; Yadav, Ashvani ; Prasad, Virendra ; Shankar, Vijay ; Prasad, Lallan ; Ram, Rajesh</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c297t-d9a567b9cc7934eeeb6acf82cbf687e32a66f982f36c001fe536b9581efc1b533</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Bidentate ligand</topic><topic>N-heterocyclic carbene (NHC)</topic><topic>Organometallic chemistry</topic><topic>Transition metal complex</topic><topic>Transmetallation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gond, Amrit</creatorcontrib><creatorcontrib>Chandra, Subhash</creatorcontrib><creatorcontrib>Yadav, Ashvani</creatorcontrib><creatorcontrib>Prasad, Virendra</creatorcontrib><creatorcontrib>Shankar, Vijay</creatorcontrib><creatorcontrib>Prasad, Lallan</creatorcontrib><creatorcontrib>Ram, Rajesh</creatorcontrib><collection>CrossRef</collection><jtitle>Inorganica Chimica Acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gond, Amrit</au><au>Chandra, Subhash</au><au>Yadav, Ashvani</au><au>Prasad, Virendra</au><au>Shankar, Vijay</au><au>Prasad, Lallan</au><au>Ram, Rajesh</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of novel NHC-based transition metal complexes of Pd(II), Au(I), Cu(I) and Ir(III) with pendant 1,2,3-triazole group for remediation of rhodamine B</atitle><jtitle>Inorganica Chimica Acta</jtitle><date>2023-10-01</date><risdate>2023</risdate><volume>556</volume><spage>121617</spage><pages>121617-</pages><artnum>121617</artnum><issn>0020-1693</issn><eissn>1873-3255</eissn><abstract>[Display omitted]
•The “CuAAC” or “Click” reaction has been used to create a bidentate ligand, [L1-H(Br)], which has 1-methyl imidazolium salt and is coupled to a pendant triazole molecule via a methylene bridge.•An anion exchange between [L1-H(Br)] and NH4PF6 has been used to create the imidazolium salt [L1-H(PF6)] with a non-coordinating anion PF6. Ag(I)–NHC complex [(L1)2Ag] was produced by reacting [L1-H(PF6)] with half an equivalent of Ag2O. (PF6).•When reacting with the proper equivalents of metal precursors to produce a range of organometallic metal-NHC complexes via transmetallation, it is demonstrated that this Ag(I)–NHC complex is a good carbene transfer agent to other transition metals, both linear and non-linear.•The findings of this study offer promising prospects for using a catalyst in organic synthesis in subsequent studies.
The transition metal-NHC complexes presented here were all created by us. For instance, A bidentate ligand, [L1-H(Br)] having 1-methyl imidazolium salt, using for N-heterocyclic carbene as precursor, connected to a pendant triazole moiety via methylene bridge has been synthesized via ‘CuAAC’ or ‘Click’ reaction. Imidazolium salt, [L1-H(PF6)] with a non-coordinating anion PF6 has been prepared via anion exchange of [L1-H(Br)] with NH4PF6. Reaction of [L1-H(PF6)] with half an equivalent of Ag2O yielded the Ag(I)–NHC complex [(L1)2Ag](PF6). This Ag(I)–NHC complex is shown to be an excellent carbene transfer agent to other transition metals, both linear and non-linear, when reacted with appropriate equivalents of metal precursors to give variety of organometallic metal-NHC complexes via transmetallation. The compound [(L1)IrCl(Cp*)](PF6) has been applied for the remediation of a water pollutant rhodamine B dye from wastewater. The results of this study also provide good opportunities for organic synthesis in future research.</abstract><pub>Elsevier B.V</pub><doi>10.1016/j.ica.2023.121617</doi></addata></record> |
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subjects | Bidentate ligand N-heterocyclic carbene (NHC) Organometallic chemistry Transition metal complex Transmetallation |
title | Synthesis of novel NHC-based transition metal complexes of Pd(II), Au(I), Cu(I) and Ir(III) with pendant 1,2,3-triazole group for remediation of rhodamine B |
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