How does the presence of impurities change the performance of catalytic systems in ionic liquids? A case study: the Michael addition of acetylacetone to methyl vinyl ketone

被引：79

作者：

Gallo, V ^{[1
]}

Mastrorilli, P ^{[1
]}

Nobile, CF ^{[1
]}

Romanazzi, G ^{[1
]}

Suranna, GP ^{[1
]}

机构：

[1] Polytech Bari, Dept Civil & Environm Engn, Chem Sect, I-70125 Bari, Italy

来源：

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS | 2002年 / 23期

关键词：

D O I：

10.1039/b207526a

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The catalytic activity of several metal complexes in ionic liquids towards Michael addition of acetylacetone to methyl vinyl ketone is found to be strongly dependent on the presence of halogenide impurities of the solvent. The tested metal complexes are Ni(acac)(2).2H(2)O, FeCl3.6H(2)O, Yb(TfO), (TfO = triflate) and Co(acac)(2), and the ionic liquids used as solvents are [bmim]BF4 and [bmim]PF6 (bmim = 1-n-butyl-3-methylimidazolium). The rationalisation of the halogenide effect in terms of ligand exchange from the starting complex with the excess chloride of impure ionic liquids is demonstrated in the case of the cobalt based system where the formation of the poorly active CoCl42- species is detected by UV-Vis analysis.

引用

页码：4339 / 4342

页数：4

共 19 条

[1] EVIDENCE FOR HYDROGEN-BONDING IN SOLUTIONS OF 1-ETHYL-3-METHYLIMIDAZOLIUM HALIDES, AND ITS IMPLICATIONS FOR ROOM-TEMPERATURE HALOGENOALUMINATE(III) IONIC LIQUIDS
AVENT, AG
CHALONER, PA
DAY, MP
SEDDON, KR
WELTON, T
[J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1994, (23): : 3405 - 3413
[2] Chauvin Y, 1995, ANGEW CHEM INT EDIT, V34, P2698
[3] Christoffers J, 1998, EUR J ORG CHEM, V1998, P1259
[4] Metal catalysed Michael additions in ionic liquids
Dell'Anna, MM
Gallo, V
Mastrorilli, P
Nobile, CF
Romanazzi, G
Suranna, GP
[J]. CHEMICAL COMMUNICATIONS, 2002, (05) : 434 - 435
[5] Ionic liquid (molten salt) phase organometallic catalysis
Dupont, J
de Souza, RF
Suarez, PAZ
[J]. CHEMICAL REVIEWS, 2002, 102 (10) : 3667 - 3691
[6] GILL NS, 1967, INORG SYNTH, V9, P139
[7] New developments in catalysis using ionic liquids
Gordon, CM
[J]. APPLIED CATALYSIS A-GENERAL, 2001, 222 (1-2) : 101 - 117
[8] Characterization and comparison of hydrophilic and hydrophobic room temperature ionic liquids incorporating the imidazolium cation
Huddleston, JG
Visser, AE
Reichert, WM
Willauer, HD
Broker, GA
Rogers, RD
[J]. GREEN CHEMISTRY, 2001, 3 (04) : 156 - 164
[9] Polar, non-coordinating ionic liquids as solvents for the alternating copolymerization of styrene and CO catalyzed by cationic palladium catalysts
Klingshirn, MA
Broker, GA
Holbrey, JD
Shaughnessy, KH
Rogers, RD
[J]. CHEMICAL COMMUNICATIONS, 2002, (13) : 1394 - 1395
[10] CATALYTIC ACTIVITY OF POLYMERIZABLE METAL BETA-KETOESTERATO COMPLEXES TOWARDS MICHAEL ADDITION-REACTIONS
MASTRORILLI, P
NOBILE, CF
SURANNA, GP
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1995, 103 (01) : 23 - 29

← 1 2 →