Oxyfunctionalization of hydrocarbons by in situ formed peracid or by metal assisted aerobic oxidation

被引:18
作者
Dell'Anna, MM [1 ]
Mastrorilli, P [1 ]
Nobile, CF [1 ]
机构
[1] Politecn Bari, Ist Chim, CNR, Ctr Metodol Innovat Sintesi Organ, I-70126 Bari, Italy
关键词
oxidation; alkanes; hydrocarbons; metal beta-diketonates; sacrificial aldehyde; peracid;
D O I
10.1016/S1381-1169(97)00198-2
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The oxidation of hydrocarbons such as adamantane, cyclohexane, tetraline and indane has been investigated using the oxygen/3-methylbutanal system in the presence acid in the absence of metal catalyst. The reactivity order reflects the facility of hydrogen abstraction from the substrate. (C) 1998 Elsevier Science B.V.
引用
收藏
页码:65 / 71
页数:7
相关论文
共 37 条
[11]  
Hill C. L., 1989, ACTIVATION FUNCTIONA
[12]   Alkane oxidation with molecular oxygen using a new efficient catalytic system: N-hydroxyphthalimide (NHPI) combined with Co(acac)(n) (n=2 or 3) [J].
Ishii, Y ;
Iwahama, T ;
Sakaguchi, S ;
Nakayama, K ;
Nishiyama, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (14) :4520-4526
[13]   BAEYER-VILLIGER OXIDATION OF KETONES USING MOLECULAR-OXYGEN AND BENZALDEHYDE IN THE ABSENCE OF METAL-CATALYSTS [J].
KANEDA, K ;
UENO, S ;
IMANAKA, T ;
SHIMOTSUMA, E ;
NISHIYAMA, Y ;
ISHII, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (11) :2915-2917
[14]   A CONVENIENT SYNTHESIS OF EPOXIDES FROM OLEFINS USING MOLECULAR-OXYGEN IN THE ABSENCE OF METAL-CATALYSTS [J].
KANEDA, K ;
HARUNA, S ;
IMANAKA, T ;
HAMAMOTO, M ;
NISHIYAMA, Y ;
ISHII, Y .
TETRAHEDRON LETTERS, 1992, 33 (45) :6827-6830
[15]   RUTHENIUM-CATALYZED OXIDATIVE CLEAVAGE REACTION OF CARBON-CARBON DOUBLE-BONDS USING MOLECULAR-OXYGEN [J].
KANEDA, K ;
HARUNA, S ;
IMANAKA, T ;
KAWAMOTO, K .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (21) :1467-1468
[16]   Fe(TPA)-catalyzed alkane hydroxylation. Metal-based oxidation vs radical chain autoxidation [J].
Kim, J ;
Harrison, RG ;
Kim, C ;
Que, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (18) :4373-4379
[17]  
MAIKAP GC, 1995, SYNLETT, P189
[18]  
MANDAL AK, 1996, TETRAHEDRON LETT, V37, P8059
[19]   CATALYTIC ACTIVITY OF A POLYMERIZABLE TRIS(BETA-KETOESTERATE)IRON(III) COMPLEX TOWARDS THE OXIDATION OF ORGANIC SUBSTRATES [J].
MASTRORILLI, P ;
NOBILE, CF .
TETRAHEDRON LETTERS, 1994, 35 (24) :4193-4196
[20]   AEROBIC OXIDATIONS OF UNSATURATED SUBSTRATES UNDER MUKAIYAMAS CONDITIONS - THE ROLE OF THE METAL AND OF THE SACRIFICIAL ALDEHYDE [J].
MASTRORILLI, P ;
NOBILE, CF ;
SURANNA, GP ;
LOPEZ, L .
TETRAHEDRON, 1995, 51 (29) :7943-7950