The selective functionalization of saturated hydrocarbons. Part 46. An investigation of Udenfriend's system under Gif conditions.

被引:2
作者
Barton, DHR [1 ]
Delanghe, NC [1 ]
机构
[1] Texas A&M Univ, Dept Chem, College Stn, TX 77842 USA
基金
美国国家科学基金会;
关键词
D O I
10.1016/S0040-4020(98)00163-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Under Gif conditions using ascorbic acid as reductant and oxygen as oxidant in pyridine, the selectivity for secondary hydrogen functionalization is exceptional. EDTA (ethylenediamine-tetra-acetic acid) is not needed as a ligand for iron. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4471 / 4476
页数:6
相关论文
共 17 条
[1]   FUNCTIONALIZATION OF SATURATED-HYDROCARBONS .10. A COMPARATIVE-STUDY OF CHEMICAL AND ELECTROCHEMICAL PROCESSES (GIF AND GIF-ORSAY SYSTEMS) IN PYRIDINE, IN ACETONE AND IN PYRIDINE-CO-SOLVENT MIXTURES [J].
BALAVOINE, G ;
BARTON, DHR ;
BOIVIN, J ;
GREF, A ;
LECOUPANEC, P ;
OZBALIK, N ;
PESTANA, JAX ;
RIVIERE, H .
TETRAHEDRON, 1988, 44 (04) :1091-1106
[2]   The selective functionalization of saturated hydrocarbons. Part 43. Modified Gif oxidation in acetonitrile [J].
Barton, DHR ;
Li, TS .
TETRAHEDRON, 1998, 54 (09) :1735-1744
[3]   Models for non-heme oxidation enzymes [J].
Barton, DHR ;
Taylor, DK .
PURE AND APPLIED CHEMISTRY, 1996, 68 (03) :497-504
[4]   On the mechanism of Gif reactions [J].
Barton, DHR .
CHEMICAL SOCIETY REVIEWS, 1996, 25 (04) :237-&
[5]   THE FUNCTIONALIZATION OF SATURATED-HYDROCARBONS .20. ALKYL HYDROPEROXIDES - REACTION INTERMEDIATES IN THE OXIDATION OF SATURATED-HYDROCARBONS BY GIF-TYPE REACTIONS AND MECHANISTIC STUDIES ON THEIR FORMATION [J].
BARTON, DHR ;
BEVIERE, SD ;
CHAVASIRI, W ;
CSUHAI, E ;
DOLLER, D ;
LIU, WG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (06) :2147-2156
[6]   FUNCTIONALIZATION OF SATURATED-HYDROCARBONS .14. FURTHER-STUDIES ON THE MECHANISM OF GIF-TYPE SYSTEMS [J].
BARTON, DHR ;
HALLEY, F ;
OZBALIK, N ;
SCHMITT, M ;
YOUNG, E ;
BALAVOINE, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (18) :7144-7149
[7]  
Barton DHR, 1997, SYNLETT, P229
[8]   The selective functionalization of saturated hydrocarbons .32. Distinction between the Fe-II-Fe-IV and Fe-III-Fe-V manifolds in Gif chemistry. The importance of carboxylic acids for alkane activation. Evidence for a dimeric iron species involved in Gif-type chemistry [J].
Barton, DHR ;
Hu, B ;
Taylor, DK ;
Wahl, RUR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1996, (06) :1031-1041
[9]   The selective functionalization of saturated hydrocarbons .10. Aspects of Fe-II based peroxide fragmentation in pyridine solution. [J].
Barton, DHR ;
Launay, F .
TETRAHEDRON, 1997, 53 (43) :14565-14578
[10]  
BARTON DHR, UNPUB J CHEM SOC P2