Copper(II) complexes of chiral 1,2,3-triazole biheterocyclic ‘click’ ligands equipped in Cinchona alkaloid moiety

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• 作者：J. Gałęzowska^a ; ^{joanna.galezowska@umed.wroc.pl} ; P.J. Boratyński^b ; R. Kowalczyk^b ; K. Lipke^a ; H. Czapor-Irzabek^c
• 关键词：1 ; 4-Disubstituted-1 ; 2 ; 3-triazole ; Click chemistry ; Coordination chemistry ; Thermodynamic studies ; Cu(II)
• 刊名：Polyhedron
• 出版年：2017
• 出版时间：10 January 2017
• 年：2017
• 卷：121
• 期：Complete
• 页码：1-8
• 全文大小：805 K
• 卷排序：121

文摘

Chiral 1,4-disubstituted-1,2,3-triazole mono- and biheterocyclic ‘click’ ligands derived from Cinchona alkaloids were synthesized using copper(I) catalyzed azide–alkyne cycloaddition (CuAAC) and studied in terms of coordination chemistry towards Cu(II). In broad range of pH the studied ligands form complexes with stoichiometry ML2 in which the coordination involves two neighboring nitrogen atoms from 1,2,3-triazole (N3) and pyridine unit, respectively. The copper(II) coordination is site-selective among studied ligands (L1,2,4) apart for L3, which due to the lack of pyridine next to the triazole moiety and/or possible steric strain in formed complex turned out to be the ligand which metal binding is weaker than others under studied conditions. Thermodynamic analysis which involved potentiometric and calorimetric studies revealed relatively low stability of formed complexes, which binding events are entropy driven processes.