Aerobic oxidation of alcohols in carbon dioxide with silica-supported ionic liquids doped with perruthenate

被引:77
作者
Ciriminna, Rosaria
Hesemann, Peter
Moreau, Joel J. E.
Carraro, Massimo
Campestrini, Sandro
Pagliaro, Mario
机构
[1] CNR, Ist Studio Mat Nanostrutturati, I-90146 Palermo, Italy
[2] Ecole Natl Super Chim Montpellier, F-34296 Montpellier 5, France
[3] Univ Padua, Dipartimento Sci Chim, I-35131 Padua, Italy
关键词
heterogeneous catalysis; ionic liquids; mesoporous materials; oxidation; supercritical carbon dioxide;
D O I
10.1002/chem.200501556
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The replacement of toxic Cr-VI for O-2 and of chlorinated solvents for supercritical carbon dioxide (or ionic liquids) in the oxidation of alcohols remains hindered by the low selectivity and activity of the current heterogeneous catalysts. Using an integrated approach that combines sol-gel entrapped perruthenate as aerobic catalyst, an encapsulated ionic liquid as solubility promoter, and scCO(2) as the reaction solvent, we have developed a system capable of rapidly converting different alcohols into carbonyl compounds with complete selectivity, including substrates which are otherwise difficult to oxidise. The methodology is generally applicable and may easily be extended to other waste-free, catalytic syntheses of fine chemicals.
引用
收藏
页码:5220 / 5224
页数:5
相关论文
共 45 条
[1]  
Anastas P. T., 1998, GREEN CHEM THEORY PR
[2]   Selective oxidation of alcohols to carbonyl compounds and carboxylic acids with platinum group metal catalysts [J].
Anderson, R ;
Griffin, K ;
Johnston, P ;
Alsters, PL .
ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (04) :517-523
[3]  
[Anonymous], ANGEW CHEM
[4]  
[Anonymous], CHEM ENG NEWS
[5]   ORGANIC-CHEMISTRY WITHIN CERAMIC MATRICES - DOPED SOL-GEL MATERIALS [J].
AVNIR, D .
ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (08) :328-334
[6]   Modified mesoporous silicate MCM-41 materials: immobilised perruthenate - a new highly active heterogeneous oxidation catalyst for clean organic synthesis using molecular oxygen [J].
Bleloch, A ;
Johnson, BFG ;
Ley, SV ;
Price, AJ ;
Shephard, DS ;
Thomas, AW .
CHEMICAL COMMUNICATIONS, 1999, (18) :1907-1908
[7]   Sustainable epoxidation of electron-poor Olefins with hydrogen peroxide in ionic liquids and recovery of the products with Supercritical CO2 [J].
Bortolini, O ;
Campestrini, S ;
Conte, V ;
Fantin, G ;
Fogagnolo, M ;
Maietti, S .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (24) :4804-4809
[8]   A mechanistic study on alcohol oxidations with oxygen catalysed by TPAP-doped ormosils in supercritical carbon dioxide [J].
Campestrini, S ;
Carraroa, M ;
Ciriminna, R ;
Pagliaro, M ;
Tonellato, U .
ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (06) :825-832
[9]   New and ecofriendly options for the production of speciality and fine chemicals [J].
Choudary, BM ;
Kantam, ML ;
Santhi, PL .
CATALYSIS TODAY, 2000, 57 (1-2) :17-32
[10]   Dynamic catalysis in aerobic oxidation by sol-gel living materials [J].
Ciriminna, R ;
Campestrini, S ;
Carraro, M ;
Pagliaro, M .
ADVANCED FUNCTIONAL MATERIALS, 2005, 15 (05) :846-850