Copper(ii) complexes with 2,2′:6′,2′′-terpyridine, 2,6-di(thiazol-2-yl)pyridine and 2,6-di(pyrazin-2-yl)pyridine substituted with quinolines. Synthesis, structure, antiproliferative activity, and catalytic activity in the oxidation of alkanes and alcohols with peroxides

A series of 2,2′:6′,2′′-terpyridine (terpy), 2,6-di(thiazol-2-yl)pyridine (dtpy) and 2,6-di(pyrazin-2-yl)pyridine (dppy) derivatives with n-quinolyl substituents (n = 2 and 4) was used to synthesize five-coordinate complexes [CuCl2(n-quinolyl-terpy)] (1-2), [CuCl2(n-quinolyl-dtpy)] (3-4) and [CuCl2(n-quinolyl-dppy)] (5-6), respectively. The main emphasis of the research was to investigate the impact of the triimine skeleton (terpy, dtpy and dppy) and n-quinolyl pendant substituent on the antiproliferative and catalytic properties of 1-6. The obtained Cu(ii) compounds were studied as antiproliferative agents against human colorectal (HCT116) and ovarian (A2780) carcinoma, and they were used as catalysts for the oxidation of alkanes and alcohols with peroxides under mild conditions. The kinetic characteristics of the oxidizing species generated by the catalytic system Cu(ii) complex-H2O2 in CH3CN were obtained from the dependence of the alkane oxidation rate on its initial concentration. A model of competitive interaction of hydroxyl radicals with CH3CN and RH in the catalyst cavity has been proposed which is based on the simultaneous study of kinetics and selectivity in alkane oxidations. 2019 © The Royal Society of Chemistry.

Authors
Choroba K.1 , Machura B.1 , Kula S.1 , Raposo L.R.2 , Fernandes A.R.2 , Kruszynski R.3 , Erfurt K.4 , Shul'Pina L.S.5 , Kozlov Y.N.5, 6 , Shul'Pin G.B. 6, 7, 8
Journal
Dalton Transactions
Publisher
Royal Society of Chemistry
Number of issue
33
Language
English
Pages
12656-12673
Status
Published
Link
External link
DOI
10.1039/c9dt01922g
Volume
48
Year
2019
Organizations
  • 1 Institute of Chemistry, University of Silesia, Szkolna 9, Katowice, 40-006, Poland
  • 2 UCIBIO, Departamento de Ciências da Vida, Faculdade de Ciências e Tecnologia, Universidade NOVA de Lisboa, Campus de Caparica, Caparica, 2829-516, Portugal
  • 3 Institute of General and Ecological Chemistry, Lodz University of Technology, Zeromskiego 116, Lodz, 90-924, Poland
  • 4 Department of Chemical Organic Technology and Petrochemistry, Silesian University of Technology, Krzywoustego 4, Gliwice, 44-100, Poland
  • 5 Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ulitsa Vavilova dom 28, Moscow, 119991, Russian Federation
  • 6 Semenov Institute of Chemical Physics, Russian Academy of Sciences, ulitsa Kosygina dom 4, Moscow, 119991, Russian Federation
  • 7 Plekhanov Russian University of Economics, Stremyannyi pereulok dom 36, Moscow, 117997, Russian Federation
  • 8 People's Friendship University of Russia, ul. Miklukho-Maklaya dom 6, Moscow, 117198, Russian Federation
Keywords
Catalyst activity; Catalyst selectivity; Catalytic oxidation; Oxidation; Paraffins; Peroxides; Pyridine; Synthesis (chemical); Anti-proliferative activities; Antiproliferative agents; Catalytic properties; Competitive interactions; Coordinate complexes; Initial concentration; Kinetic characteristics; Oxidation of alkanes; Copper compounds
Date of creation
24.12.2019
Date of change
24.12.2019
Short link
https://repository.rudn.ru/en/records/article/record/55587/
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