Luminescent neutral lanthanide complexes of 5-aryl-2,2′-bipyridine-6-carboxylic acids, synthesis and properties

被引:32
|
作者
Krinochkin, Alexey P. [1 ]
Kopchuk, Dmitry S. [1 ,2 ]
Kozhevnikov, Dmitry N. [1 ,2 ]
机构
[1] Ural Fed Univ, Ekaterinburg 620002, Russia
[2] Postovsky Inst Organ Synth, RAS Ural Div, Ekaterinburg 620990, Russia
关键词
5-Aryl-2,2 '-bipyridine-6-carboxylic acids; Luminescence; Lanthanide complexes; Aza-Diels-Alder reaction; 1,2,4-Triazine; LAVENDAMYCIN PARTIAL STRUCTURES; DIELS-ALDER REACTION; POTENT PHARMACOPHORE; COORDINATED NITRILES; HIGHLY LUMINESCENT; TRIDENTATE LIGANDS; METAL-IONS; 2,2'-BIPYRIDINE; STREPTONIGRIN; 1,2,4-TRIAZINES;
D O I
10.1016/j.poly.2015.09.055
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Luminescent lanthanide complexes of 4-aryl-1-(2-pyridyl)-6,7-dihydro-5H-cyclopenta[c]pyridine-3-carboxylic acids and 5-toly1-2,2'-bipyridine-6-carboxylic acid were prepared. The ligands were synthesized using the "1,2,4-triazine" methodology. In one case, the opportunity of copper complex preparation, followed by exchange of the metal cation from copper to europium to overcome synthetic difficulties, was demonstrated. The ability of tuning the properties of the complexes by means of varying the structure of the ligands was demonstrated. In particular, the introduction of the cyclopentene moiety allowed the preparation of highly soluble complexes in non-polar organic solvents. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:556 / 561
页数:6
相关论文
共 50 条
  • [31] Isoxazole Strategy for the Synthesis of 2,2′-Bipyridine Ligands: Symmetrical and Unsymmetrical 6,6′-Binicotinates, 2,2′-Bipyridine-5-carboxylates, and Their Metal Complexes
    Galenko, Ekaterina E.
    Novikov, Mikhail S.
    Shakirova, Firuza M.
    Shakirova, Julia R.
    Kornyakov, Ilya V.
    Bodunov, Vladimir A.
    Khlebnikov, Alexander F.
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (06): : 3524 - 3536
  • [32] Luminescent complexes of iridium(III) with 6′-phenyl-2,2′-bipyridine and 4′-aryl derivatives:: NAC versus NAN coordination
    Bexon, AJS
    Williams, JAG
    COMPTES RENDUS CHIMIE, 2005, 8 (08) : 1326 - 1335
  • [33] Synthesis, characterization, and photophysical properties of luminescent gallium and indium complexes constructed using tridentate 6-azolyl-2,2′-bipyridine chelates
    Song, Yi-Hwa
    Chiu, Yuan-Chieh
    Chi, Yun
    Chou, Pi-Tai
    Cheng, Yi-Ming
    Lin, Chun-Wei
    Lee, Gene-Hsiang
    Carty, Arthur J.
    ORGANOMETALLICS, 2008, 27 (01) : 80 - 87
  • [34] Crystal structures, luminescent properties and thermal decomposition kinetics of lanthanide complexes with 2-chloro-4-fluorobenzoic acid and 2,2′-bipyridine
    Sun, Shu-Jing
    Zhang, Da-Hai
    Zhang, Jian-Jun
    Ye, Hong-Mei
    Wang, Shu-Ping
    Wu, Ke-Zhong
    JOURNAL OF MOLECULAR STRUCTURE, 2010, 977 (1-3) : 17 - 25
  • [35] Luminescent mononuclear copper(I) heteroleptic complexes with 6-cyano-2,2′-bipyridine
    Chen, Jing-Lin
    Cao, Xing-Fu
    Cu, Wei
    Su, Bo-Tao
    Zhang, Feng
    Wen, He-Rui
    Hong, Ruijin
    INORGANIC CHEMISTRY COMMUNICATIONS, 2012, 15 : 65 - 68
  • [36] New europium complexes of C(6)-DTTA-appended 5-aryl-2,2′-bipyridines: synthesis, luminescence, and evaluation of their activity against cell culture
    Krinochkin, A. P.
    Kopchuk, D. S.
    Valieva, M. I.
    Starnovskaya, E. S.
    Shtaitz, Ya. K.
    Kim, G. A.
    Slovesnova, N. V.
    Minin, A. S.
    Belousova, A. V.
    Pozdina, V. A.
    Kovalev, I. S.
    Zyryanov, G. V.
    Tsmokalyuk, A. N.
    Nikonov, I. L.
    Rusinov, V. L.
    RUSSIAN CHEMICAL BULLETIN, 2024, 73 (08) : 2216 - 2227
  • [37] Synthesis and thermal decomposition kinetics of two lanthanide complexes with cinnamic acid and 2,2'-Bipyridine
    Tian, L.
    Ren, N.
    Zhang, J. J.
    Liu, H. M.
    Sun, S. J.
    Ye, H. M.
    Wu, K. Z.
    JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY, 2010, 99 (01) : 349 - 356
  • [38] Synthesis and thermal decomposition kinetics of two lanthanide complexes with cinnamic acid and 2,2′-Bipyridine
    L. Tian
    N. Ren
    J. J. Zhang
    H. M. Liu
    S. J. Sun
    H. M. Ye
    K. Z. Wu
    Journal of Thermal Analysis and Calorimetry, 2010, 99 : 349 - 356
  • [39] Synthesis, crystal structure, thermal, luminescent property and antibacterial activity of lanthanide ternary complexes with p-chlorobenzoic acid and 5,5′-dimethyl-2,2′-bipyridine
    Zhou, Meng-Xue
    Ren, Ning
    Zhang, Jian-Jun
    Wang, Da-Qi
    JOURNAL OF MOLECULAR STRUCTURE, 2020, 1200
  • [40] SYNTHESIS AND REDOX PROPERTIES OF RUTHENIUM OXO COMPLEXES WITH 5,5'-BIS(TRIFLUOROMETHYL)-2,2'-BIPYRIDINE
    WONG, KY
    ZHU, GZ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 210 : 498 - INOR