Atom-transfer reactions catalyzed by methyltrioxorhenium(VII) - mechanisms and applications

被引:155
作者
Espenson, JH [1 ]
机构
[1] Iowa State Univ Sci & Technol, Ames Lab, Ames, IA 50011 USA
[2] Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
关键词
D O I
10.1039/a809222b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Methyltrioxorhenium activates hydrogen peroxide by an electrophilic mechanism, transferring a single oxygen atom to many substrates without the intervention of free-radical intermediates. The reactions proceed without by-products, unlike those of most chemical (stoichiometric) oxidizing agents. In separate chemistry, the rhenium catalyst brings about the transfer of oxygen atoms between a pair of closed-shell molecules.
引用
收藏
页码:479 / 488
页数:10
相关论文
共 60 条
[1]   Oxidations of cyclic beta-diketones catalyzed by methylrhenium trioxide [J].
AbuOmar, MM ;
Espenson, JH .
ORGANOMETALLICS, 1996, 15 (16) :3543-3549
[2]   OXIDATIONS OF ER(3) (E=P, AS, OR SB) BY HYDROGEN-PEROXIDE - METHYLRHENIUM TRIOXIDE AS CATALYST [J].
ABUOMAR, MM ;
ESPENSON, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (01) :272-280
[3]   Oxygen-transfer reactions of methylrhenium oxides [J].
AbuOmar, MM ;
Appelman, EH ;
Espenson, JH .
INORGANIC CHEMISTRY, 1996, 35 (26) :7751-7757
[4]   Deactivation of methylrhenium trioxide-peroxide catalysts by diverse and competing pathways [J].
AbuOmar, MM ;
Hansen, PJ ;
Espenson, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (21) :4966-4974
[5]   Diastereoselective epoxidation of allylic alcohols with hydrogen peroxide catalyzed by titanium-containing zeolites or methyltrioxorhenium versus stoichiometric oxidation with dimethyldioxirane: Clues on the active species in the zeolite lattice [J].
Adam, W ;
Corma, A ;
Martinez, A ;
Mitchell, CM ;
Reddy, TI ;
Renz, M ;
Smerz, AK .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 117 (1-3) :357-366
[6]   Kinetics and mechanism of the epoxidation of alkyl-substituted alkenes by hydrogen peroxide, catalyzed by methylrhenium trioxide [J].
AlAjlouni, AM ;
Espenson, JH .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (12) :3969-3976
[7]   EPOXIDATION OF STYRENES BY HYDROGEN-PEROXIDE AS CATALYZED BY METHYLRHENIUM TRIOXIDE [J].
ALAJLOUNI, AM ;
ESPENSON, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (36) :9243-9250
[8]   EPOXIDATION BY DIMETHYLDIOXIRANE - ELECTRONIC AND STERIC EFFECTS [J].
BAUMSTARK, AL ;
VASQUEZ, PC .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) :3437-3439
[9]  
Baumstark AL, 1997, HETEROCYCL COMMUN, V3, P393
[10]  
BEGNAN IA, 1991, INORG CHEM, V30, P2165