Polyoxometalates: Powerful Catalysts for Atom-Efficient Cyclopropanations

被引:13
作者
Boldini, Irene [2 ,3 ]
Guillemot, Geoffroy [1 ]
Caselli, Alessandro [2 ,3 ]
Proust, Anna [1 ,4 ]
Gallo, Emma [2 ,3 ]
机构
[1] Univ Paris 06, UMR CNRS 7201, Inst Parisien Chim Mol, F-75252 Paris 05, France
[2] Univ Milan, Dipartimento Chim Inorgan Metallorgan & Analit La, I-20133 Milan, Italy
[3] ISTM CNR, I-20133 Milan, Italy
[4] Inst Univ France, F-75005 Paris, France
关键词
cobalt; copper; cyclopropanes; diazo compounds; homogeneous catalysis; polyoxometalates; DICOPPER-SUBSTITUTED SILICOTUNGSTATE; HETEROPOLYMETALATE CLUSTERS; HYDROGEN-PEROXIDE; NONPOLAR-SOLVENTS; OXIDATION; OLEFINS; COMPLEXES; OXYGEN; EPOXIDATION; ACID;
D O I
10.1002/adsc.201000378
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The polyoxometalate-based catalytic cyclopropanation of olefins by ethyl diazoacetate (EDA) is reported. The outstanding catalyst productivity (TONs up to 100,000) and the use of equimolar EDA/olefin ratio confer to the methodology a high sustainability. Preliminary mechanistic investigations are also discussed.
引用
收藏
页码:2365 / 2370
页数:6
相关论文
共 62 条
[1]   RETRACTED: A palladium-oxo complex. Stabilization of this proposed catalytic intermediate by an encapsulating polytungstate ligand (Retracted Article) [J].
Anderson, TM ;
Cao, R ;
Slonkina, E ;
Hedman, B ;
Hodgson, KO ;
Hardcastle, KI ;
Neiwert, WA ;
Wu, SX ;
Kirk, ML ;
Knottenbelt, S ;
Depperman, EC ;
Keita, B ;
Nadjo, L ;
Musaev, DG ;
Morokuma, K ;
Hill, CL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (34) :11948-11949
[2]   Mild, aqueous, aerobic, catalytic oxidation of methane to methanol and acetaldehyde catalyzed by a supported bipyrimidinylplatinum-polyoxometalate hybrid compound [J].
Bar-Nahum, I ;
Khenkin, AM ;
Neumann, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (33) :10236-10237
[3]   Organometallic-polyoxometalate hybrid compounds: Metallosalen compounds modified by Keggin type polyoxometalates [J].
Bar-Nahum, I ;
Cohen, H ;
Neumann, R .
INORGANIC CHEMISTRY, 2003, 42 (11) :3677-3684
[4]  
Boglio C., 2006, ANGEW CHEM, V118, P3402, DOI DOI 10.1002/(ISSN)1521-3757
[5]   Lanthanide complexes of the monovacant Dawson polyoxotungstate [α1-P2W17O61]10- as selective and recoverable Lewis acid catalysts [J].
Boglio, Cecile ;
Lemiere, Gilles ;
Hasenknopf, Bernold ;
Thorimbert, Serge ;
Lacote, Emmanuel ;
Malacria, Max .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (20) :3324-3327
[6]   Aerobic oxidation of cis-cyclooctene by iron-substituted polyoxotungstates:: Evidence for a metal initiated auto-oxidation mechanism [J].
Bonchio, Marcella ;
Carraro, Mauro ;
Farinazzo, Anna ;
Sartorel, Andrea ;
Scorrano, Gianfranco ;
Kortz, Ulrich .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 262 (1-2) :36-40
[7]   New strategies for the generation of large heteropolymetalate clusters: The beta-B-SbW9 fragment as a multifunctional unit [J].
Bosing, M ;
Loose, I ;
Pohlmann, H ;
Krebs, B .
CHEMISTRY-A EUROPEAN JOURNAL, 1997, 3 (08) :1232-1237
[8]   Tandem pinacol coupling - rearrangement of aromatic aldehydes with hydrogen catalyzed by a combination of a platinum complex and a polyoxometalate [J].
Branytska, Olena ;
Shimon, Linda J. W. ;
Neumann, Ronny .
CHEMICAL COMMUNICATIONS, 2007, (38) :3957-3959
[9]   Metal-Catalyzed Olefin Cyclopropanation with Ethyl Diazoacetate: Control of the Diastereoselectivity [J].
Caballero, Ana ;
Prieto, Auxiliadora ;
Mar Diaz-Requejo, M. ;
Perez, Pedro J. .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2009, (09) :1137-1144
[10]   LATE TRANSITION METAL-OXO COMPOUNDS AND OPEN-FRAMEWORK MATERIALS THAT CATALYZE AEROBIC OXIDATIONS [J].
Cao, Rui ;
Han, Jong Woo ;
Anderson, Travis M. ;
Hillesheim, Daniel A. ;
Hardcastle, Kenneth I. ;
Slonkina, Elena ;
Hedman, Britt B. B. ;
Hodgson, Keith O. ;
Kirk, Martin L. ;
Musaev, Djamaladdin G. ;
Morokuma, Keiji ;
Geletii, Yurii V. ;
Hill, Craig L. .
ADVANCES IN INORGANIC CHEMISTRY, VOL 60, 2008, 60 :245-272