Catalysis of aerobic olefin oxidation by a ruthenium perhaloporphyrin complex

被引:27
作者
Birnbaum, ER [1 ]
Labinger, JA [1 ]
Bercaw, JE [1 ]
Gray, HB [1 ]
机构
[1] CALTECH, Arthur Amos Noyes Lab Chem Phys, Pasadena, CA 91125 USA
关键词
olefin oxidation; ruthenium complexes; perhaloporphyrin complexes;
D O I
10.1016/S0020-1693(97)06000-3
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The perhalogenated porphyrin ruthenium complex (TFPPCl(8))Ru(CO) (TFPPCl(8) = octachlorotetrakis( pentafluorophenyl) porphyrin) catalyzes aerobic oxidation of olefins at room temperature. Cyclohexene is oxidized primarily at the allylic position, and styrene primarily to benzaldehyde, indicating a radical autoxidation mechanism. Reactions are enhanced by visible light. Reaction with m-chloroperbenzoic acid converts the ruthenium complex to (TFPPCl(8))Ru(O)(2), but such oxo complexes do not appear to participate in catalytic aerobic oxidation. (C) 1998 Elsevier Science S.A.
引用
收藏
页码:433 / 439
页数:7
相关论文
共 36 条
[31]   ALKYNE AND ALKENE COMPLEXES OF (TETRAMESITYLPORPHYRINATO)RUTHENIUM(II) [J].
RAJAPAKSE, N ;
JAMES, BR ;
DOLPHIN, D .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1990, 68 (12) :2274-2277
[32]   AEROBIC EPOXIDATION WITH A RUTHENIUM-PORPHYRIN CATALYST - FORMATION OF AN INACTIVE CARBONYL COMPLEX [J].
SCHARBERT, B ;
ZEISBERGER, E ;
PAULUS, E .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1995, 493 (1-2) :143-147
[33]  
Sheldon R. A., 1981, METAL CATALYZED OXID, P25
[34]   PREPARATION AND PHYSICOCHEMICAL PROPERTIES OF NEW LINEAR MU-OXO BRIDGED RUTHENIUM(IV) AND OSMIUM(IV) PORPHYRIN DIMERS [J].
SUGIMOTO, H ;
HIGASHI, T ;
MORI, M ;
NAGANO, M ;
YOSHIDA, Z ;
OGOSHI, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1982, 55 (03) :822-828
[35]   CATALYTIC BETA-STEREOSPECIFIC EPOXIDATION OF UNSATURATED STEROIDS BY TRANS-DIOXORUTHENIUM(VI)TETRAMESITYLPORPHYRIN - STEREOCHEMICAL GROUNDS FOR THE BETA-DIASTEREOFACIAL SELECTION [J].
TAVARES, M ;
RAMASSEUL, R ;
MARCHON, JC ;
BACHET, B ;
BRASSY, C ;
MORNON, JP .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1992, (08) :1321-1329
[36]  
WALLING C, 1995, ACTIVE OXYGEN CHEM, P31