Intramolecular C(sp2)–C (sp2) bond formation between phenanthroline and β-diketone thiosemicarbazones in PtII complexes: crystal structures and computational studies

Ana C. R. Gonçalves; Andressa R. Rettondin; Carolina G. Oliveira; Antonio O. T. Patrocinio; Antonio E. H. Machado; Victor M. Deflon; Ulrich Abram; Pedro I. S. Maia

doi:10.1039/D0DT00367K

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Intramolecular C(sp²)–C (sp²) bond formation between phenanthroline and β-diketone thiosemicarbazones in Pt^II complexes: crystal structures and computational studies†

Ana C. R. Gonçalves,^a Andressa R. Rettondin,^a Carolina G. Oliveira,

^b Antonio O. T. Patrocinio,

^b Antonio E. H. Machado,

^bc Victor M. Deflon,

^d Ulrich Abram

^e and Pedro I. S. Maia

*^a

Author affiliations

* Corresponding authors

^a Núcleo de Desenvolvimento de Compostos Bioativos (NDCBio), Universidade Federal do Triângulo Mineiro, 38025-440, Uberaba, MG, Brazil
E-mail: pedro.maia@uftm.edu.br
Tel: +(#55) 34 3331-3146

^b Laboratório de Fotoquímica e Ciência dos Materiais (LAFOT-CM), Instituto de Química, Universidade Federal de Uberlândia, Av. João Naves de Ávila 2121, 38408-100, Uberlândia, MG, Brazil

^c Programa de Pós-Graduação em Ciências Exatas e Tecnológicas, Universidade Federal de Catalão, Av. Dr. Lamartine Pinto de Avelar, 1120, 75704-020, Catalão, GO, Brazil

^d Instituto de Química de São Carlos, Universidade de São Paulo, Av. Trabalhador São Carlense, 400, 13566-590, São Carlos, SP, Brazil

^e Freie Universität Berlin, Institute of Chemistry and Biochemistry, Fabeckstr. 34-36, D-14195 Berlin, Germany

Abstract

[PtCl₂(phen)] reacts with thiosemicarbazones derived from β-diketones (H₂L^R) leading to an intramolecular C–C coupling between phen and the ketone upon formation of tetradentate N,N,N,S chelates [Pt^II(L^Rphen)]. The reactions proceed via bidentate coordination of the doubly deprotonated (L^R)²⁻ followed by an intra-nucleophilic attack and consecutive C–C bond formation.

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Article information

DOI: https://doi.org/10.1039/D0DT00367K
Article type: Communication
Submitted: 01 Feb 2020
Accepted: 18 May 2020
First published: 18 May 2020

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Dalton Trans., 2020,49, 9564-9567

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Intramolecular C(sp²)–C (sp²) bond formation between phenanthroline and β-diketone thiosemicarbazones in Pt^II complexes: crystal structures and computational studies

A. C. R. Gonçalves, A. R. Rettondin, C. G. Oliveira, A. O. T. Patrocinio, A. E. H. Machado, V. M. Deflon, U. Abram and P. I. S. Maia, Dalton Trans., 2020, 49, 9564 DOI: 10.1039/D0DT00367K

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