Copper on boehmite: A simple, selective, efficient and reusable heterogeneous catalyst for oxidation of alcohols with periodic acid in water at room temperature

被引:45
作者
Babu, S. Ganesh [1 ]
Priyadarsini, P. Aruna [1 ]
Karvembu, R. [1 ]
机构
[1] Natl Inst Technol, Dept Chem, Tiruchirappalli 620015, Tamil Nadu, India
关键词
Oxidation; Alcohols; Cu/AlO(OH); Periodic acid; Water; Room temperature; TRANSITION-METAL-FREE; CARBONYL-COMPOUNDS; AEROBIC OXIDATION; ALDEHYDES; KETONES; MILD;
D O I
10.1016/j.apcata.2010.11.012
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
Oxidation of various aliphatic, aromatic, alicyclic, benzylic and allylic alcohols to corresponding carbonyl compounds is studied in water at room temperature over copper on boehmite [Cu/AlO(OH)] catalyst which is prepared from CuCl2 center dot 2H(2)O, pluronic P123 and Al(O-sec-Bu)(3). The prepared catalyst was characterized by HR-TEM, SEM-EDX and IR spectroscopy. The reaction conditions for catalytic oxidation of alcohols are optimized with different mole ratio, solvents, and oxidants using 1-phenylethanol system as a model. The scope of the reaction is extended to various types of alcohols. Chemoselectivity, heterogeneity and reusability tests were performed. The use of water as a solvent at room temperature makes the reaction interesting from both an economic and environmental point of view. (C) 2010 Elsevier B.V. All rights reserved.
引用
收藏
页码:218 / 224
页数:7
相关论文
共 32 条
[11]  
Hunsen M., 2005, J FLUORINE CHEM, V126, P1356
[12]  
Kim SS, 2002, B KOREAN CHEM SOC, V23, P1331
[13]   Mild and selective oxidation of alcohols to aldehydes and ketones using NaIO4/TEMPO/NaBr system under acidic conditions [J].
Lei, Ming ;
Hu, Rui-Jun ;
Wang, Yan-Guang .
TETRAHEDRON, 2006, 62 (38) :8928-8932
[14]  
Ley S.V., 1991, COMPREHENSIVE ORGANI, V7, P251, DOI DOI 10.1016/B978-0-08-052349-1.09002-8
[15]   Organic chemistry in water [J].
Li, CJ ;
Chen, L .
CHEMICAL SOCIETY REVIEWS, 2006, 35 (01) :68-82
[16]   Copper-catalyzed oxidation of alcohols to aldehydes and ketones: An efficient, aerobic alternative [J].
Marko, IE ;
Giles, PR ;
Tsukazaki, M ;
Brown, SM ;
Urch, CJ .
SCIENCE, 1996, 274 (5295) :2044-2046
[17]   Influence of nature of support on the catalytic activity of supported molybdenum-oxo species in benzyl alcohol conversion [J].
Mathew, Shanty ;
Kumara, C. Shiva ;
Nagaraju, N. .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 255 (1-2) :243-248
[18]   Hydroxyapatite-supported palladium nanoclusters: A highly active heterogeneous catalyst for selective oxidation of alcohols by use of molecular oxygen [J].
Mori, K ;
Hara, T ;
Mizugaki, T ;
Ebitani, K ;
Kaneda, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (34) :10657-10666
[19]   Pd(OAc)2-catalyzed oxidation of alcohols to aldehydes and ketones by molecular oxygen [J].
Nishimura, T ;
Onoue, T ;
Ohe, K ;
Uemura, S .
TETRAHEDRON LETTERS, 1998, 39 (33) :6011-6014
[20]   OXIDATION OF ALCOHOLS BY ACTIVATED DIMETHYL-SULFOXIDE - PREPARATIVE, STERIC AND MECHANISTIC STUDY [J].
OMURA, K ;
SWERN, D .
TETRAHEDRON, 1978, 34 (11) :1651-1660