CLAYNIAC-CATALYZED EPOXIDATION - THE ROLE OF THE ALDEHYDE AS COREDUCER OF MOLECULAR-OXYGEN

被引:36
作者
LASZLO, P
LEVART, M
机构
[1] Laboratoire de chimie fine, biomimétique, aux interfaces, Ecole Polytechnique
关键词
COOXIDANT; HETEROGENEOUS CATALYSIS; PERACID - INSITU GENERATION;
D O I
10.1016/S0040-4039(00)77507-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The ability of aliphatic and aromatic aldehydes to serve as the sacrificial auxiliary is measured. This structure-activity relation is consistent with intermediacy of an acylperoxy intermediate. Observed inhibitions by p-benzoquinone, by TEMPO, and by ferrocene carboxaldehyde also point to intervention of a free-radical mechanism
引用
收藏
页码:1127 / 1130
页数:4
相关论文
共 15 条
[1]  
BOUHLEL E, COMMUNICATION
[2]  
EROFEEV BV, 1955, UCHENYE ZAPISKI GO K, V24, P3
[3]  
EROFEEV BV, 1956, UCHENYE ZAPISKI GO K, V29, P15
[4]   METAL-DEPENDENT REACTIVITY OF SOME METALLOPORPHYRINS IN OXIDATION WITH DIOXYGEN [J].
HABER, J ;
MLODNICKA, T ;
POLTOWICZ, J .
JOURNAL OF MOLECULAR CATALYSIS, 1989, 54 (03) :451-461
[5]  
IWANEJKA R, 1991, DIOXYGEN ACTIVATION
[6]   NICKEL(II) COMPLEX CATALYZED EPOXIDATION OF OLEFINS WITH MOLECULAR-OXYGEN AND PRIMARY ALCOHOL [J].
MUKAIYAMA, T ;
TAKAI, T ;
YAMADA, T ;
RHODE, O .
CHEMISTRY LETTERS, 1990, (09) :1661-1664
[7]   THE BEHAVIOUR OF KETEN TOWARDS OLEFINS AND OLEFINIC PEROXIDES [J].
NAYLOR, RF .
JOURNAL OF THE CHEMICAL SOCIETY, 1945, (MAR-) :244-245
[8]  
NISHIDA T, 1992, CHEM LETT, P1291
[9]   RADIATION-INDUCED REACTION OF ALDEHYDES WITH OLEFINS [J].
STOOPS, CE ;
FURROW, CL .
JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (09) :3264-&
[10]   AEROBIC EPOXIDATION OF OLEFINIC COMPOUNDS CATALYZED BY TRIS(1,3-DIKETONATO)IRON(III) [J].
TAKAI, T ;
HATA, E ;
YAMADA, T ;
MUKAIYAMA, T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1991, 64 (08) :2513-2518