Tuning the electronic properties of dppz-ligands and their palladium(II) complexes

被引:36
作者
Butsch, Katharina [1 ]
Gust, Ronald [2 ]
Klein, Axel [1 ]
Ott, Ingo [3 ]
Romanski, Marco [1 ]
机构
[1] Univ Cologne, Inst Anorgan Chem, D-50969 Cologne, Germany
[2] Free Univ Berlin, Inst Pharm Pharmazeut Chem, D-14195 Berlin, Germany
[3] Tech Univ Carolo Wilhelmina Braunschweig, Inst Pharmaceut Chem, D-38106 Braunschweig, Germany
关键词
MOLECULAR LIGHT SWITCH; DNA-BINDING PROPERTIES; DIPYRIDOPHENAZINE COMPLEXES; POLYPYRIDYL COMPLEXES; RESONANCE RAMAN; CELLULAR UPTAKE; PLATINUM(II) COMPLEXES; RUTHENIUM(II) COMPLEX; METAL-COMPLEXES; EXCITED-STATES;
D O I
10.1039/b926233d
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
New organometallic palladium complexes of the general type [(RR'dppz)Pd(Me)L](n+) (RR'dppz = derivatives of dipyrido[3,2-a:2',3'-c]phenazine with RR' = 11-Cl, 11,12-Cl-2, 11-CF3, 11-NO2, 11-NH2; L = Cl, 1-methyluracilate (n = 0), pyridine, cytosine, caffeine, or 1-methylcytosine, (all n = 1) were characterised and studied in detail by electrochemical and spectroscopic (NMR, UV/Vis-absorption and emission) methods. EPR spectroscopy and density functional calculations reveal markedly tuneable lowest unoccupied molecular orbitals (LUMO) located at the dppz ligands. Cytotoxicity experiments on HT-29 colon carcinoma and MCF-7 breast cancer cell lines show promising activities for selected compounds.
引用
收藏
页码:4331 / 4340
页数:10
相关论文
共 98 条
[1]   Synthesis of ruthenium complexes with carbonyl and polypyridyl ligands derived from dipyrido[3,2-α:2′,3′-c]phenazine:: application to the water gas shift reaction [J].
Aguirre, P ;
López, R ;
Villagra, D ;
Azocar-Guzman, I ;
Pardey, AJ ;
Moya, SA .
APPLIED ORGANOMETALLIC CHEMISTRY, 2003, 17 (01) :36-41
[2]   ELECTRONIC-STRUCTURE CALCULATIONS ON WORKSTATION COMPUTERS - THE PROGRAM SYSTEM TURBOMOLE [J].
AHLRICHS, R ;
BAR, M ;
HASER, M ;
HORN, H ;
KOLMEL, C .
CHEMICAL PHYSICS LETTERS, 1989, 162 (03) :165-169
[3]   SYNTHESIS AND STUDY OF A MIXED-LIGAND RUTHENIUM(II) COMPLEX IN ITS GROUND AND EXCITED-STATES - BIS(2,2'-BIPYRIDINE)(DIPYRIDO[3,2-A, 2',3'-C]PHENAZINE-N4N5)RUTHENIUM(II) [J].
AMOUYAL, E ;
HOMSI, A ;
CHAMBRON, JC ;
SAUVAGE, JP .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1990, (06) :1841-1845
[4]  
[Anonymous], 2000, GAUSSVIEW
[5]   Dipyridophenazine complexes of cobalt(III) and nickel(II): DNA-Binding and photocleavage studies [J].
Arounaguiri, S ;
Maiya, BG .
INORGANIC CHEMISTRY, 1996, 35 (14) :4267-+
[6]   Spectroscopy of Ru(II) polypyridyl complexes used as intercalators in DNA:: Towards a theoretical study of the light switch effect [J].
Atsumi, Michiko ;
Gonzalez, Leticia ;
Daniel, Chantal .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2007, 190 (2-3) :310-320
[7]   METALS AND DNA - MOLECULAR LEFT-HANDED COMPLEMENTS [J].
BARTON, JK .
SCIENCE, 1986, 233 (4765) :727-734
[8]   DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].
BECKE, AD .
JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652
[9]   Metal vs ligand reduction in complexes of dipyrido[3,2-a:2′,3′-c]phenazine and related ligands with [(C5Me5)CIM]+ (M = Rh or Ir):: Evidence for potential rather than orbital control in the reductive cleavage of the metal-chloride bond [J].
Berger, S ;
Fiedler, J ;
Reinhardt, R ;
Kaim, W .
INORGANIC CHEMISTRY, 2004, 43 (04) :1530-1538
[10]   Palladium complexes containing large fused aromatic N-N ligands as efficient catalysts for the CO/styrene copolymerization [J].
Bergman, Sheba D. ;
Goldberg, Israel ;
Carfagna, Carla ;
Mosca, Luca ;
Kol, Moshe ;
Milani, Barbara .
ORGANOMETALLICS, 2006, 25 (26) :6014-6018