Dioxygen mediated oxo-transfer to an amine and oxidative N-dealkylation chemistry with a dinuclear copper complex

被引:22
作者
Zhang, CX
Liang, HC
Kim, E
Gan, QF
Tyeklár, Z
Lam, KC
Rheingold, AL
Kaderli, S
Zuberbühler, AD
Karlin, KD
机构
[1] Johns Hopkins Univ, Dept Chem, Baltimore, MD 21218 USA
[2] Univ Delaware, Dept Chem, Newark, DE 19716 USA
[3] Univ Basel, Inst Anorgan Chem, CH-4056 Basel, Switzerland
关键词
D O I
10.1039/b009053k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of dioxygen with a dinuclear copper(I) complex of a new binucleating ligand is described, wherein a peroxodicopper(II) (Cu-2-O-2) intermediate leads to an ore-transfer reaction to give an N-oxide of an N-benzyl internal ligand substrate; additionally observed regioselective oxidative N-dealkylation chemistry occurs.
引用
收藏
页码:631 / 632
页数:2
相关论文
共 17 条
[1]   Major changes in copper coordination accompany reduction of peptidylglycine monooxygenase: implications for electron transfer and the catalytic mechanism [J].
Blackburn, NJ ;
Rhames, FC ;
Ralle, M ;
Jaron, S .
JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2000, 5 (03) :341-353
[2]  
Blackman AG, 2000, STRUCT BOND, V97, P179
[3]   A new trinuclear copper complex and its reactions with plasmid DNA [J].
Frey, ST ;
Sun, HHJ ;
Murthy, NN ;
Karlin, KD .
INORGANICA CHIMICA ACTA, 1996, 242 (1-2) :329-338
[4]   REVERSIBLE DIOXYGEN BINDING AND AROMATIC HYDROXYLATION IN O-2-REACTIONS WITH SUBSTITUTED XYLYL DINUCLEAR COPPER(I) COMPLEXES - SYNTHESES AND LOW-TEMPERATURE KINETIC/THERMODYNAMIC AND SPECTROSCOPIC INVESTIGATIONS OF A COPPER MONOOXYGENASE MODEL SYSTEM [J].
KARLIN, KD ;
NASIR, MS ;
COHEN, BI ;
CRUSE, RW ;
KADERLI, S ;
ZUBERBUHLER, AD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (04) :1324-1336
[5]   Kinetics and thermodynamics of copper(I)/dioxygen interaction [J].
Karlin, KD ;
Kaderli, S ;
Zuberbuhler, AD .
ACCOUNTS OF CHEMICAL RESEARCH, 1997, 30 (03) :139-147
[6]   SYNTHESIS AND X-RAY CRYSTAL-STRUCTURE OF A TRINUCLEAR COPPER(I) CLUSTER [J].
KARLIN, KD ;
GAN, QF ;
FAROOQ, A ;
LIU, SC ;
ZUBIETA, J .
INORGANICA CHIMICA ACTA, 1989, 165 (01) :37-39
[7]  
KARLIN KD, 1999, FORMATION STRUCTURE
[8]   Mechanisms whereby mononuclear copper proteins functionalize organic substrates [J].
Klinman, JP .
CHEMICAL REVIEWS, 1996, 96 (07) :2541-2561
[9]  
LIANG HC, 2000, IN PRESS INORG CHEM
[10]   Mechanistic study of the oxidative N-dealkylation reactions of bis(mu-oxo)dicopper complexes [J].
Mahapatra, S ;
Halfen, JA ;
Tolman, WB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (46) :11575-11586