Palladium(II) and platinum(II) complexes of bidentate 2-pyridyl-1,2,3-triazole "click" ligands: Synthesis, properties and X-ray structures

被引:57
作者
Kilpin, Kelly J. [1 ]
Crowley, James D. [1 ]
机构
[1] Univ Otago, Dept Chem, Dunedin, New Zealand
关键词
1,2,3-Triazoles; Click; Pyridine; Platinum(II); Palladium(II); Gold(III); AZIDE-ALKYNE CYCLOADDITION; CONTAIN BIS(HETEROCYCLE)METHANE LIGANDS; MOLECULAR RECOGNITION; 1,3-DIPOLAR CYCLOADDITION; RUTHENIUM(II) COMPLEXES; COORDINATION-COMPOUNDS; BETA-CYCLODEXTRIN; ANTICANCER DRUGS; TERMINAL ALKYNES; BUILDING-BLOCKS;
D O I
10.1016/j.poly.2010.08.021
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The synthesis and characterization of palladium(II) and platinum(II) complexes of isomeric bidentate 2-pyridyl-1,2,3-triazole "click" ligands is reported. The complexes have been fully characterized by elemental analysis, HRESI-MS, IR, UV-Vis, H-1 and C-13 NMR spectroscopy. Additionally, the molecular structures of the Pd(II) and Pt(II) complexes of the 2-[(4-phenyl-1H-1,2,3-triazol-1-yl)methyl]pyridine ligand are confirmed by X-ray crystallography. Solution studies indicate the 2-(1-benzyl-1H-1,2,3-triazol-4-yl)pyridine ligand forms more stable complexes with Pd(II) and Pt(II) than the isomeric 2[(4-phenyl-1H-1,2,3-triazol-1-yl)methyl]pyridine ligand. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3111 / 3117
页数:7
相关论文
共 99 条
[1]   Cu(I)-Catalyzed Huisgen Azide-Alkyne 1,3-Dipolar Cycloaddition Reaction in Nucleoside, Nucleotide, and Oligonucleotide Chemistry [J].
Amblard, Franck ;
Cho, Jong Hyun ;
Schinazi, Raymond F. .
CHEMICAL REVIEWS, 2009, 109 (09) :4207-4220
[2]   TRANS-INFLUENCE - ITS MEASUREMENT AND SIGNIFICANCE [J].
APPLETON, TG ;
CLARK, HC ;
MANZER, LE .
COORDINATION CHEMISTRY REVIEWS, 1973, 10 (3-4) :335-422
[3]   Catalytic "Active-Metal" template synthesis of [2]rotaxanes, [3]rotaxanes, and molecular shuttles, and some observations on the mechanism of the Cu(I)-catalyzed azide-alkyne 1,3-cycloaddition [J].
Aucagne, Vincent ;
Berna, Jose ;
Crowley, James D. ;
Goldup, Stephen M. ;
Haenni, Kevin D. ;
Leigh, David A. ;
Lusby, Paul J. ;
Ronaldson, Vicki E. ;
Slawin, Alexandra M. Z. ;
Viterisi, Aurlien ;
Walker, D. Barney .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (39) :11950-11963
[4]   Synthesis and coordination chemistry of ferrocenyl-1,2,3-triazolyl ligands [J].
Badeche, Sihem ;
Daran, Jean-Claude ;
Ruiz, Jaime ;
Astruc, Didier .
INORGANIC CHEMISTRY, 2008, 47 (11) :4903-4908
[5]   Crystallographic Elucidation of Chiral and Helical Cu(II) Polymers Assembled from a Heterodifunctional 1,2,3-Triazole Ligand [J].
Bai, Shi-Qiang ;
Leelasubcharoen, Somying ;
Chen, Xin ;
Koh, Lip Lin ;
Zuo, Jing-Lin ;
Hor, T. S. Andy .
CRYSTAL GROWTH & DESIGN, 2010, 10 (04) :1715-1720
[6]   Assessing the suitability of 1,2,3-triazole linkers for covalent immobilization of chiral ligands:: Application to enantioselective phenylation of aldehydes [J].
Bastero, Amaia ;
Font, Daniel ;
Pericas, Miquel A. .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (07) :2460-2468
[7]   Phenyl-1H-[1,2,3]triazoles as New Cyclometallating Ligands for Iridium(III) Complexes [J].
Beyer, Beatrice ;
Ulbricht, Christoph ;
Escudero, Daniel ;
Friebe, Christian ;
Winter, Andreas ;
Gonzalez, Leticia ;
Schubert, Ulrich S. .
ORGANOMETALLICS, 2009, 28 (18) :5478-5488
[8]   AN EMPIRICAL CORRECTION FOR ABSORPTION ANISOTROPY [J].
BLESSING, RH .
ACTA CRYSTALLOGRAPHICA SECTION A, 1995, 51 :33-38
[9]   Apparent Copper(II)-Accelerated Azide-Alkyne Cycloaddition [J].
Brotherton, Wendy S. ;
Michaels, Heather A. ;
Simmons, J. Tyler ;
Clark, Ronald J. ;
Dalal, Naresh S. ;
Zhu, Lei .
ORGANIC LETTERS, 2009, 11 (21) :4954-4957
[10]   Ethylene dimerization by cationic palladium(II) alkyl complexes that contain bis(heterocycle)methane ligands [J].
Burns, Christopher T. ;
Jordan, Richard F. .
ORGANOMETALLICS, 2007, 26 (27) :6726-6736