(Cyclen- and cyclam-pyridine)copper complexes : The role of the pyridine moiety in CuII and CuI stabilisation

作者: Sanae El Ghachtouli , Cyril Cadiou , Isabelle Déchamps‐Olivier , Françoise Chuburu , Michel Aplincourt

DOI: 10.1002/EJIC.200600297

关键词: CyclenElectron transferPyridineCyclamMedicinal chemistryPotentiometric titrationChemistryProtonationCopperStereochemistryX-ray crystallography

摘要: The protonation constants of cyclen– and cyclam–pyridine [1-(pyridin-2-ylmethyl)-1,4,7,10-tetraazacyclododecane (L1) 1-(pyridin-2-ylmethyl)-1,4,8,11-tetraazacyclotetradecane (L2), respectively] the stability (log β110) corresponding copper complexes ([CuL1]2+ [CuL2]2+) were determined by potentiometric titrations. subsequently isolated characterised X-ray diffraction, UV/Vis spectroscopy electrochemical studies. [CuL2]2+ complex adopts two distinct stable geometries (trans I III), which mainly differ macrocycle configuration. trans III configurational isomer can be converted into one electron transfer. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

参考文章(27)
Vivienne J. Thoem, Jan C. A. Boeyens, Gloria J. McDougall, Robert D. Hancock, Origin of the high ligand field strength and macrocyclic enthalpy in complexes of nitrogen-donor macrocycles Journal of the American Chemical Society. ,vol. 106, pp. 3198- 3207 ,(1984) , 10.1021/JA00323A023
Shuang Liu, D. Scott Edwards, Bifunctional chelators for therapeutic lanthanide radiopharmaceuticals. Bioconjugate Chemistry. ,vol. 12, pp. 7- 34 ,(2001) , 10.1021/BC000070V
A. Bianchi, M. Micheloni, P. Paoletti, Thermodynamic aspects of the polyazacycloalkane complexes with cations and anions Coordination Chemistry Reviews. ,vol. 110, pp. 17- 113 ,(1991) , 10.1016/0010-8545(91)80023-7
Angela Altomare, Maria Cristina Burla, Mercedes Camalli, Giovanni Luca Cascarano, Carmelo Giacovazzo, Antonietta Guagliardi, Anna Grazia Giuseppina Moliterni, Giampiero Polidori, Riccardo Spagna, SIR97: a new tool for crystal structure determination and refinement Journal of Applied Crystallography. ,vol. 32, pp. 115- 119 ,(1999) , 10.1107/S0021889898007717
Carla Bazzicalupi, Andrea Bencini, Emanuela Berni, Antonio Bianchi, Lucia Borsari, Claudia Giorgi, Barbara Valtancoli, Carlos Lodeiro, Jo�o Carlos Lima, A. Jorge Parola, Fernando Pina, Protonation and coordination properties towards Zn(II), Cd(II) and Hg(II) of a phenanthroline-containing macrocycle with an ethylamino pendant arm Dalton Transactions. ,vol. 4, pp. 591- 597 ,(2004) , 10.1039/B315608G
Christian Amatore, Jean-Michel Barbe, Christophe Bucher, Emmanuelle Duval, Roger Guilard, Jean-Noël Verpeaux, Electron transfer induced topological reorganisations in copper complexes of N-tetrasubstituted tetraazamacrocycles Inorganica Chimica Acta. ,vol. 356, pp. 267- 278 ,(2003) , 10.1016/S0020-1693(03)00216-0
Kiyonori Miyoshi, Hisashi Tanaka, Eiichi Kimura, Sei Tsuboyama, Shizuo Murata, Hiroaki Shimizu, Kazuhiko Ishizu, Electrochemical and spectroscopic studies on copper(II) complexes of macrocyclic ligands as models for square-pyramidal metal active sites of copper(II) complexes of bleomycin and glutathione Inorganica Chimica Acta. ,vol. 78, pp. 23- 30 ,(1983) , 10.1016/S0020-1693(00)86483-X
Andrés E. Goeta, Judith A. K. Howard, Davide Maffeo, Horst Puschmann, J. A. Gareth Williams, Dimitrii S. Yufit, Copper(II) complexes of the isomeric tetraazamacrocyclic ligands 1,11- and 1,8-bis(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane and of the 1,4,8,11-tetraazacyclotetradecane-5,12-dione analogue at neutral and basic pH Journal of The Chemical Society-dalton Transactions. pp. 1873- 1880 ,(2000) , 10.1039/B000739K
Carla Bisi Castellani, Luigi Fabbrizzi, Maurizio Licchelli, Angelo Perotti, Antionio Poggi, Stablization by a strongly acidic medium of trivalent copper tetra-aza macrocyclic complexes Journal of The Chemical Society, Chemical Communications. pp. 806- 808 ,(1984) , 10.1039/C39840000806