European Journal of Chemistry 2022, 13(1), 117-125 | doi: https://doi.org/10.5155/eurjchem.13.1.117-125.2214 | Get rights and content

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Pyrrolidinecarbodithioate as a planarity chuck in the search for cis-platin analogues of nickel: Spectral, single crystal X-ray structural, BVS, and CSM analysis of some planar nickel(II) mixed ligand complexes


Kuppukkannu Ramalingam (1,*) orcid , Murugesan Saravanan (2) orcid , Gabriele Bocelli (3) orcid , Lara Righi (4) orcid , Yurii Chumakov (5) orcid , Andrea Cantoni (6) orcid

(1) Department of Chemistry, Faculty of Science, Annamalai University, Annamalainagar - 608002, India
(2) Department of Chemistry, Faculty of Science, Annamalai University, Annamalainagar - 608002, India
(3) Department of Chemistry, Universita di Parma, Parco Area Delle Scienze-37a, I-43100, Parma, Italy
(4) Department of Chemistry, Universita di Parma, Parco Area Delle Scienze-37a, I-43100, Parma, Italy
(5) Institute of Applied Physics, Institute of Applied Physics, Academiei Str. 5, Chisinau, Moldova
(6) Department of Chemistry, Universita di Parma, Parco Area Delle Scienze-37a, I-43100, Parma, Italy
(*) Corresponding Author

Received: 16 Nov 2021 | Revised: 22 Jan 2022 | Accepted: 26 Jan 2022 | Published: 31 Mar 2022 | Issue Date: March 2022

Abstract


[Ni(pyrdtc)(PPh3)(NCS)] (1), [Ni(pyrdtc)(4-MP)(NCS)] (2), [Ni(pyrdtc)(PPh3)(CN)]·H2O (3), [Ni(pyrdtc)(PPh3)2]ClO4 (4), and [Ni(pyrdtc)(P͡P)]BPh4·2H2O (5) [where pyrdtc: Pyrrolidine carbodithioate/S͡S, PPh3: Triphenylphosphine, 4-MP: Tri(4-methylphenyl)phosphine, dppe/P͡P: 1,2-Bis(diphenylphosphino)ethane] have been prepared from the parent bis-dithiocarbamate, [Ni(pyrdtc)]2 (6). The prepared compounds were characterized by electronic, IR, 1H, 13C, and 31P NMR spectra. In the IR spectra of the compounds, thioureide bands are observed at higher wavenumbers for the mixed ligand complexes 1-5 (1528-1540 cm-1) than the parent compound (1490 cm-1). Cyclic voltammetry showed an increasing order of reduction potentials: 5 << 1 ~ 2 < 3 < 4 << [Ni(pyrdtc)2] indicating an alleviation of electron density on nickel in the mixed complexes compared to the parent compound. Single crystal X-ray structure of the complexes displayed planar geometry around nickel which is in keeping with their diamagnetism. Bond Valence Sums calculated with the corrected Rij indicated the divalent nature of nickel with predominant covalent interactions. Continuous shape measure analysis of the mixed ligand chromophores stipulates a planar square environment around central nickel atom and deviation to tetrahedral or trigonal bipyramidal variants are absolutely negated. In this study, CSM analysis of cis-platin, a clinical anti-cancer agent, showed a comparable shape measure as those of the mixed ligand complexes 1-5. Hence, pyrrolidinecarbodithioate acts as a ‘chuck’ in compounds 1-5 to stabilize the planar square shape of the nickel chromophores and provides a suitable template to synthesize analogues of cis-platin.


Keywords


Planarity chuck; Triphenylphosphine; Pyrrolidinecarbodithioate; Bond valence sum analysis; 1,2-Bis(diphenylphosphino)ethane; Continuous shape measure analysis

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DOI: 10.5155/eurjchem.13.1.117-125.2214

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Ramalingam, K.; Saravanan, M.; Bocelli, G.; Righi, L.; Chumakov, Y.; Cantoni, A. Eur. J. Chem. 2022, 13(1), 117-125. doi:10.5155/eurjchem.13.1.117-125.2214
Ramalingam, K.; Saravanan, M.; Bocelli, G.; Righi, L.; Chumakov, Y.; Cantoni, A. Pyrrolidinecarbodithioate as a planarity chuck in the search for cis-platin analogues of nickel: Spectral, single crystal X-ray structural, BVS, and CSM analysis of some planar nickel(II) mixed ligand complexes. Eur. J. Chem. 2022, 13(1), 117-125. doi:10.5155/eurjchem.13.1.117-125.2214
Ramalingam, K., Saravanan, M., Bocelli, G., Righi, L., Chumakov, Y., & Cantoni, A. (2022). Pyrrolidinecarbodithioate as a planarity chuck in the search for cis-platin analogues of nickel: Spectral, single crystal X-ray structural, BVS, and CSM analysis of some planar nickel(II) mixed ligand complexes. European Journal of Chemistry, 13(1), 117-125. doi:10.5155/eurjchem.13.1.117-125.2214
Ramalingam, Kuppukkannu, Murugesan Saravanan, Gabriele Bocelli, Lara Righi, Yurii Chumakov, & Andrea Cantoni. "Pyrrolidinecarbodithioate as a planarity chuck in the search for cis-platin analogues of nickel: Spectral, single crystal X-ray structural, BVS, and CSM analysis of some planar nickel(II) mixed ligand complexes." European Journal of Chemistry [Online], 13.1 (2022): 117-125. Web. 18 May. 2022
Ramalingam, Kuppukkannu, Saravanan, Murugesan, Bocelli, Gabriele, Righi, Lara, Chumakov, Yurii, AND Cantoni, Andrea. "Pyrrolidinecarbodithioate as a planarity chuck in the search for cis-platin analogues of nickel: Spectral, single crystal X-ray structural, BVS, and CSM analysis of some planar nickel(II) mixed ligand complexes" European Journal of Chemistry [Online], Volume 13 Number 1 (31 March 2022)

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