European Journal of Chemistry

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

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Published: Mar 31, 2022
DOI: https://doi.org/10.5155/eurjchem.13.1.117-125.2214
Keywords:
Planarity chuck, Triphenylphosphine, Pyrrolidinecarbodithioate, Bond valence sum analysis, 1, 2-Bis(diphenylphosphino)ethane, Continuous shape measure analysis
Section
Research Article
Issue
Vol. 13 No. 1 (2022): March 2022
Dates
Received 2021-11-16
Accepted 2021-12-26
Published 2022-03-31
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Kuppukkannu Ramalingam
Department of Chemistry, Faculty of Science, Annamalai University, Annamalainagar - 608002, India
https://orcid.org/0000-0001-8689-8007
Murugesan Saravanan
Department of Chemistry, Faculty of Science, Annamalai University, Annamalainagar - 608002, India
https://orcid.org/0000-0003-4740-307X
Gabriele Bocelli
Department of Chemistry, Universita di Parma, Parco Area Delle Scienze-37a, I-43100, Parma, Italy
https://orcid.org/0000-0003-3196-8885
Lara Righi
Department of Chemistry, Universita di Parma, Parco Area Delle Scienze-37a, I-43100, Parma, Italy
https://orcid.org/0000-0001-9372-5438
Yurii Chumakov
Institute of Applied Physics, Institute of Applied Physics, Academiei Str. 5, Chisinau, Moldova
https://orcid.org/0000-0003-2582-2871
Andrea Cantoni
Department of Chemistry, Universita di Parma, Parco Area Delle Scienze-37a, I-43100, Parma, Italy
https://orcid.org/0000-0001-7224-3253

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.


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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, 117-125.

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