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Nickel (II) imidazol-2-ylidine Complexes Supported Through Internally Functionalized Amido Linkage Synthesis and Catalytic Studies for Suzuki Miyaura Cross Coupling

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Abstract

Reaction of various chloroacetamides with n-methyl imidazole afforded imidazolium salts of composition 1-methyl-3-N-(Ar)acetamido-1,3-imidazolium chloride (Ar = cyanophenyl, chlorophenyl, diphenyl). Treatment of latter prepared salts with NiCl2.6H2O in presence of excess K2CO3 yielded their respective complexes [{1-methyl-3-N-(Ar)acetamido-1,3-imidazol-2-ylidine}2Ni] (Ar = p-cyanobenzene (2a), p-chlorobenzene (2b) and [{1-methyl-3-N-(diphenyl)acetamido-1,3-imidazol-2-ylidine}2NiCl2] (2c). All the synthesized complexes were characterized by IR, NMR (1H, 13C{1H}) spectroscopy and microanalysis. The molecular structure of complex [{1-methyl-3-N-(4-cyanophenyl)acetamido-1,3-imidazol-2-ylidine}2Ni] 2a was established through single crystal-X-ray diffraction analysis. Subsequently, these complexes were studied as a catalyst for Suzuki Miyaura cross coupling reaction between 2-haloarene (halo = Cl, Br; arene = Ph, Nap, Py, Pym) and phenylboronic acid.

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Acknowledgements

One of the authors Dr. Afsar Ali Siddiki is thankful to DST-SERB for providing grant TARE/2022/000220 to carry out this work. Authors are also thankful to Mr. Kamlesh Sathpute from IIT Ropar for carrying out the single crystal XRD.

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Authors and Affiliations

  1. Department of Chemistry, K. J. Somaiya College of Science and Commerce, Vidyavihar, Mumbai, 400077, India

    Shraddha S. P. Yadav, Afsar Ali Siddiki, Trupti Tawde, Suraj Peerappa Yadav & Rohit Singh Chauhan

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  1. Shraddha S. P. Yadav
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  2. Afsar Ali Siddiki
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  3. Trupti Tawde
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  4. Suraj Peerappa Yadav
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Correspondence to Trupti Tawde or Rohit Singh Chauhan.

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Yadav, S.S.P., Siddiki, A.A., Tawde, T. et al. Nickel (II) imidazol-2-ylidine Complexes Supported Through Internally Functionalized Amido Linkage Synthesis and Catalytic Studies for Suzuki Miyaura Cross Coupling. Catal Lett (2024). https://doi.org/10.1007/s10562-024-04662-6

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