Fast catalytic epoxidation with H2O2 and [γ-SiW10O36(PhPO)2]4 in ionic liquids under microwave irradiation

被引:50
作者
Berardi, Serena
Bonchio, Marcella
Carraro, Mauro
Conte, Valeria
Sartorel, Andrea
Scorrano, Gianfranco
机构
[1] Univ Padua, CNR, ITM, I-35131 Padua, Italy
[2] Univ Padua, Dept Chem Sci, I-35131 Padua, Italy
[3] Univ Roma Tor Vergata, Dept Chem Sci & Technol, I-00133 Rome, Italy
关键词
D O I
10.1021/jo7016923
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Olefin epoxidation by [gamma-SiW10O36(PhPO)(2)](4-) and H2O2 occurs in hydrophobic ionic liquids (ILs), with yields and selectivity up to > 99%. The catalytic IL phase is recyclable. Under MW irradiation the reaction occurs with up to 200 turnovers per minute. Simultaneous cooling is instrumental for quantitative H2O2 conversion.
引用
收藏
页码:8954 / 8957
页数:4
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共 48 条
[21]   Characterization and comparison of hydrophilic and hydrophobic room temperature ionic liquids incorporating the imidazolium cation [J].
Huddleston, JG ;
Visser, AE ;
Reichert, WM ;
Willauer, HD ;
Broker, GA ;
Rogers, RD .
GREEN CHEMISTRY, 2001, 3 (04) :156-164
[22]   Homogeneous catalysis in supercritical fluids [J].
Jessop, PG ;
Ikariya, T ;
Noyori, R .
CHEMICAL REVIEWS, 1999, 99 (02) :475-493
[23]   Efficient, regioselective epoxidation of dienes with hydrogen peroxide catalyzed by [γ-SiW10O34(H2O)2]4- [J].
Kamata, K ;
Nakagawa, Y ;
Yamaguchi, K ;
Mizuno, N .
JOURNAL OF CATALYSIS, 2004, 224 (01) :224-228
[24]   Efficient epoxidation of olefins with ≥ 99% selectivity and use of hydrogen peroxide [J].
Kamata, K ;
Yonehara, K ;
Sumida, Y ;
Yamaguchi, K ;
Hikichi, S ;
Mizuno, N .
SCIENCE, 2003, 300 (5621) :964-966
[25]   Olefin epoxidation with hydrogen peroxide catalyzed by lacunary polyoxometalate [γ-SiW10O34(H2O)2]4- [J].
Kamata, Keigo ;
Kotani, Mirki ;
Yamaguchi, Kazuya ;
Hikichi, Shiro ;
Mizuno, Noritaka .
CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (02) :639-648
[26]   Melting point depression of ionic liquids confined in nanospaces [J].
Kanakubo, M ;
Hiejima, Y ;
Minami, K ;
Aizawa, T ;
Nanjo, H .
CHEMICAL COMMUNICATIONS, 2006, (17) :1828-1830
[27]   Microwave-accelerated homogeneous catalysis in organic chemistry [J].
Larhed, M ;
Moberg, C ;
Hallberg, A .
ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (09) :717-727
[28]   Supercritical carbon dioxide as a green reaction medium for catalysis [J].
Leitner, W .
ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (09) :746-756
[29]   Greener approaches to organic synthesis using microreactor technology [J].
Mason, Brian P. ;
Price, Kristin E. ;
Steinbacher, Jeremy L. ;
Bogdan, Andrew R. ;
McQuade, D. Tyler .
CHEMICAL REVIEWS, 2007, 107 (06) :2300-2318
[30]   Organic-inorganic hybrids based on polyoxometalates.: 5.: Synthesis and structural characterization of bis(organophosphoryl)decatungtosilicates [γ-SiW10O36((RPO)2]4- [J].
Mayer, CR ;
Herson, P ;
Thouvenot, R .
INORGANIC CHEMISTRY, 1999, 38 (26) :6152-6158