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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
Main Authors: Gond, Amrit, Chandra, Subhash, Yadav, Ashvani, Prasad, Virendra, Shankar, Vijay, Prasad, Lallan, Ram, Rajesh
Format: Article
Language:English
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Summary:[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.
ISSN:0020-1693
1873-3255
DOI:10.1016/j.ica.2023.121617