THE FUNCTIONALIZATION OF SATURATED-HYDROCARBONS .31. THE FE(PA)(3)-CATALYZED AND [FE(TPA)CL-2]CLO4-CATALYZED OXIDATIONS OF SATURATED-HYDROCARBONS BY HYDROGEN-PEROXIDE - A COMPARATIVE MECHANISTIC STUDY

被引:28
作者
BARTON, DHR
BECK, AH
TAYLOR, DK
机构
[1] Department of Chemistry, Texas A and M University. College Station
关键词
D O I
10.1016/0040-4020(95)00204-L
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Fe(pa)(3) and [Fe(tpa)Cl-2]ClO4 catalyzed (pa = picolinic acid, tpa = tris(2-pyridylmethyl)amine) functionalization of saturated hydrocarbons by H2O2 in pyridine/acetic acid follows a common reaction pathway. Regioselectivity studies indicate, that a high valent iron species is responsible for the activation of the alkane. Alkyl hydroperoxides are the precursors for ketone and alcohol formation. Dioxygen provides the oxygen atoms in the alkyl hydroperoxide.
引用
收藏
页码:5245 / 5254
页数:10
相关论文
共 55 条
[51]   TRANSITION-METAL COMPLEXES WITH SULFUR LIGANDS .57. STABILIZATION OF HIGH-VALENT FE(IV) CENTERS AND VACANT COORDINATION SITES BY SULFUR PI-DONATION - SYNTHESES, X-RAY STRUCTURES, AND PROPERTIES OF [FE(S2)2(PME3)N] (N = 1, 2) AND (NME4)[FE(S2)2(PME3)2].CH3OH (S2(2-) = 1,2-BENZENEDITHIOLATE(2-)) [J].
SELLMANN, D ;
GECK, M ;
KNOCH, F ;
RITTER, G ;
DENGLER, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (10) :3819-3828
[52]  
Sheldon R. A., 1981, METAL CATALYZED OXID
[53]   IRON HYDROPEROXIDE-INDUCED PHENYLSELENIZATION OF HYDROCARBONS (FENTON CHEMISTRY) [J].
SHEU, CH ;
SOBKOWIAK, A ;
ZHANG, L ;
OZBALIK, N ;
BARTON, DHR ;
SAWYER, DT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (20) :8030-8032
[54]  
Simandi L., 1992, CATALYTIC ACTIVATION
[55]  
WALTON JC, 1992, CHEM SOC REV, P105