Facile preparation of symmetrical and unsymmetrical ethers from their corresponding alcohols catalyzed by aluminumdodecatangstophosphate (AlPW12O40), as a versatile and a highly water tolerant Lewis acid

被引:39
作者
Firouzabadi, H [1 ]
Iranpoor, N [1 ]
Jafari, AA [1 ]
机构
[1] Shiraz Univ, Coll Sci, Dept Chem, Shiraz 71454, Iran
关键词
aluminumdodecatangstophosphate; AlPW12O40; Lewis acid; water tolerant; reusable catalyst; alcohol; ether;
D O I
10.1016/j.molcata.2004.09.078
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
AIPW(12)O(40) as a highly water tolerant Lewis acid is a suitable catalyst for the condensations in which water molecules generated in the process of the reaction, Therefore, efficient etherification of different classes of alcohols was performed using catalytic amounts of AIPW(12)O(40). Preparation of symmetrical dibenzyl ethers especially bis(4-nitrobenzyl)ether also proceeded well with high yields in the presence of catalytic amounts of AIPW(12)O(40). This compound acts as a heterogeneous, efficient and a reusable catalyst when used in aprotic organic solvents. (C) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码:97 / 100
页数:4
相关论文
共 36 条
[1]  
Baggett N., 1979, COMPREHENSIVE ORGANI, V1, P799
[2]   In-situ generation of Et3SiBr from BiBr3 and Et3SiH and its use in preparation of dialkyl ethers [J].
Bajwa, JS ;
Jiang, XL ;
Slade, J ;
Prasad, K ;
Repic, O ;
Blacklock, TJ .
TETRAHEDRON LETTERS, 2002, 43 (38) :6709-6713
[3]   An acidity scale for Bronsted acids including H3PW12O40 [J].
Drago, RS ;
Dias, JA ;
Maier, TO .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (33) :7702-7710
[4]   SYNTHESIS OF DIBENZYL ETHERS VIA DEHYDRATION OF BENZYLIC ALCOHOLS IN DIMETHYL-SULFOXIDE [J].
EMERT, J ;
GOLDENBERG, M ;
CHIU, GL ;
VALERI, A .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (11) :2012-2013
[5]   Aluminium dodecatungstophosphate (AlPW12O40) as a highly efficient catalyst for the selective acetylation of -OH, -SH and -NH2 functional groups in the absence of solvent at room temperature [J].
Firouzabadi, H ;
Iranpoor, N ;
Nowrouzi, F ;
Amani, K .
CHEMICAL COMMUNICATIONS, 2003, (06) :764-765
[6]   Solvent-free Friedel-Crafts acylation of aromatic compounds with carboxylic acids in the presence of trifluoroacetic anhydride and aluminum dodecatungstophosphate [J].
Firouzabadi, H ;
Iranpoor, N ;
Nowrouzi, F .
TETRAHEDRON LETTERS, 2003, 44 (28) :5343-5345
[7]  
Firouzabadi H, 2003, SYNTHESIS-STUTTGART, P408
[8]   Aluminum dodecatungstophosphate (AlPW12O40) as an efficient heterogeneous inorganic catalyst for the chemoselective synthesis of geminal diacetates (acylals) under solvent-free conditions [J].
Firouzabadi, H ;
Iranpoor, N ;
Nowrouzi, F ;
Amani, K .
TETRAHEDRON LETTERS, 2003, 44 (20) :3951-3954
[9]   Heteropoly acid cesium salt/cetyltrimethylammonium bromide a catalytic heterogeneous system which highly controls regioselective bromination of aromatic compounds with bromine [J].
Firouzabadi, H ;
Iranpoor, N ;
Amani, K .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2003, 195 (1-2) :289-294
[10]   Tungstophosphoric acid (H3PW12O40) as a heterogeneous inorganic catalyst.: Activation of hexamethyldisilazane (HMDS) by tungstophosphoric acid for efficient and selective solvent-free O-silylation reactions [J].
Firouzabadi, H ;
Iranpoor, N ;
Amani, K ;
Nowrouzi, F .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, (23) :2601-2604