Oxidation of olefins with H2O2 catalyzed by gallium(III) nitrate and aluminum(III) nitrate in solution

被引:11
|
作者
Mandelli, Dalmo [1 ]
Kozlov, Yuriy N. [2 ,3 ]
da Silva, Cezar A. R. [1 ]
Carvalho, Wagner A. [1 ]
Pescarmona, Paolo P. [4 ]
Cella, Daniele de A. [1 ]
de Paiva, Polyana T. [1 ]
Shul'pin, Georgiy B. [2 ,3 ]
机构
[1] Fed Univ ABC UFABC, Ctr Nat & Human Sci, Santa Adelia St 166, BR-09210170 Santo Andre, SP, Brazil
[2] Russian Acad Sci, Semenov Inst Chem Phys, Ulitsa Kosygina,Dom 4, Moscow 119991, Russia
[3] Plekhanov Russian Univ Econ, Dom 36, Moscow 117997, Russia
[4] Univ Groningen, Dept Chem Engn, Nijenborgh 4, NL-9747 AG Groningen, Netherlands
基金
俄罗斯基础研究基金会;
关键词
Carvone; Epoxidation; Limonene; Olefins; Terpenes; N-DONOR LIGANDS; HYDROGEN-PEROXIDE; HETEROGENEOUS CATALYSTS; ALKENE EPOXIDATION; AQUA COMPLEXES; GA; NANOPARTICLES; CYCLOOCTENE; MECHANISM; METALS;
D O I
10.1016/j.molcata.2016.03.004
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
Soluble gallium and aluminum nitrates (simple salts of non-transition metals) are good catalysts for the epoxidation of olefins (cyclooctene, dec-1-ene) including terpenes (carvone, limonene) with hydrogen peroxide in ethyl acetate or tetrahydrofurane (THF). Typically, the gallium salt is more efficient in comparison with the aluminum derivative. Products are formed in yields up to 93%, turnover numbers (TONS) attained 40. Addition of trifluoroacetic acid or pyrazine-2-carboxylic acid (PCA) accelerates the reaction and improves the yield. In striking contrast, added 2,2'-bipyridine or phenanthroline dramatically inhibit the oxidation. (C) 2016 Published by Elsevier B.V.
引用
收藏
页码:216 / 220
页数:5
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