Influence of inductive effects and steric encumbrance on the catecholase activities of copper(II) complexes of reduced Schiff base ligands.

作者: Yude Thio , Xiandong Yang , Jagadese J. Vittal

DOI: 10.1039/C3DT52829D

关键词: StereochemistryChemistryCarboxylateCopperSteric effectsCrystallographyCatalysisPolymerOxygen atomSchiff baseSolvent

摘要: A series of copper(II) complexes derived from reduced Schiff base ligands has been synthesized and characterized by single-crystal X-ray diffraction spectroscopic analyses. With the exception [Cu(Ala5NO2)(H2O)] (1a), which crystallized as a mononuclear repeating unit, [Cu2L2(H2O)x(DMSO)y]·solvent (L = Ala5H (2), Ala5OMe (3a), Ala5Cl (4a), Ala5Br (5a), Gly5Br (6a), Val5Br (7a) Leu5Br (8a), x 1 or 2, y 0 1, solvent MeOH DMSO H2O) phenoxo-bridged dinuclear building units containing Cu2O2 cores. In 3a, 4a, 5a, 7a 8a, axial positions are occupied carboxylate oxygen atoms adjacent dimers, resulting in formation 1D helical coordination polymers. 6a, 2D network is constructed utilizing weak Cu⋯O interactions (∼2.7 A) with groups. All have investigated for their catecholase activities 3,5-DTBC, they show significant catalytic except 1a. The also observed to increase increasing +I effects, well steric bulkiness on α-carbon group.

参考文章(54)
David L. Huffman, Thomas V. O'Halloran, Function, structure, and mechanism of intracellular copper trafficking proteins. Annual Review of Biochemistry. ,vol. 70, pp. 677- 701 ,(2001) , 10.1146/ANNUREV.BIOCHEM.70.1.677
Chang-Tong Yang, Muthalagu Vetrichelvan, Xiandong Yang, Boujemaa Moubaraki, Keith S. Murray, Jagadese J. Vittal, Syntheses, structural properties and catecholase activity of copper(II) complexes with reduced Schiff base N-(2-hydroxybenzyl)-amino acids Dalton Transactions. ,vol. 1, pp. 113- 121 ,(2004) , 10.1039/B310262A
Chang-Tong Yang, Boujemaa Moubaraki, Keith S. Murray, Jagadese J. Vittal, Synthesis, characterization and properties of ternary copper(II) complexes containing reduced Schiff base N-(2-hydroxybenzyl)-α-amino acids and 1,10-phenanthroline Dalton Transactions. ,vol. 5, pp. 880- 889 ,(2003) , 10.1039/B211496H
Seth J Davis, Alexander V Vener, Richard D Vierstra, Bacteriophytochromes: Phytochrome-Like Photoreceptors from Nonphotosynthetic Eubacteria Science. ,vol. 286, pp. 2517- 2520 ,(1999) , 10.1126/SCIENCE.286.5449.2517
Kenneth D. Karlin, M. Sarwar Nasir, Brett I. Cohen, Richard W. Cruse, Susan Kaderli, Andreas D. Zuberbuehler, Reversible Dioxygen Binding and Aromatic Hydroxylation in O2-Reactions with Substituted Xylyl Dinuclear Copper(I) Complexes: Syntheses and Low-Temperature Kinetic/Thermodynamic and Spectroscopic Investigations of a Copper Monooxygenase Model System Journal of the American Chemical Society. ,vol. 116, pp. 1324- 1336 ,(1994) , 10.1021/JA00083A018
Kenneth D. Karlin, Ning Wei, Bernhard Jung, Susan Kaderli, Pascal Niklaus, Andreas D. Zuberbuehler, Kinetics and thermodynamics of formation of copper-dioxygen adducts: oxygenation of mononuclear copper(I) complexes containing tripodal tetradentate ligands Journal of the American Chemical Society. ,vol. 115, pp. 9506- 9514 ,(1993) , 10.1021/JA00074A015
Jörg Reim, Bernt Krebs, Synthesis, structure and catecholase activity study of dinuclear copper(II) complexes † Journal of the Chemical Society, Dalton Transactions. pp. 3793- 3804 ,(1997) , 10.1039/A704245K
Maria E. Palm-Espling, Moritz S. Niemiec, Pernilla Wittung-Stafshede, Role of metal in folding and stability of copper proteins in vitro Biochimica et Biophysica Acta (BBA) - Molecular Cell Research. ,vol. 1823, pp. 1594- 1603 ,(2012) , 10.1016/J.BBAMCR.2012.01.013
Chia-Horng Kao, Ho-Hsiang Wei, Yi-Hung Liu, Gene-Hsiang Lee, Yu Wang, Chin-Jhan Lee, Structural correlation of catecholase-like activities of oxy-bridged dinuclear copper(II) complexes Journal of Inorganic Biochemistry. ,vol. 84, pp. 171- 178 ,(2001) , 10.1016/S0162-0134(01)00170-2