Palladium-catalyzed hydroesterification of olefins with isosorbide in standard and Bronsted acidic ionic liquids

被引:8
作者
Boulanger, Jerome [1 ]
Seingeot, Adeline [1 ]
Leger, Bastien [1 ]
Pruvost, Romain [2 ]
Ibert, Mathias [3 ]
Mortreux, Andre [2 ]
Chenal, Thomas [2 ]
Sauthier, Mathieu [2 ]
Ponchel, Anne [1 ]
Monflier, Eric [1 ]
机构
[1] Univ Artois, Fac Sci Jean Perrin, UCCS, UMR 8181, F-62307 Lens, France
[2] Univ Lille, UCCS, UMR 8181, ENSCL, F-59650 Villeneuve Dascq, France
[3] Roquette Freres, F-62136 Lestrem, France
关键词
Hydroesterification; Isosorbide; Palladium; Ionic liquids; Biphasic catalysis; STYRENE DERIVATIVES; HYDROALKOXYCARBONYLATION; PROMOTER; MEDIA;
D O I
10.1016/j.catcom.2015.06.008
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
The palladium catalyzed hydroesterification of 1-octene with isosorbide was studied in standard and Bronsted acidic ionic liquids as reaction media. High conversions and selectivities towards the targeted isosorbide diesters have been achieved by using a catalytic system composed of Pd(OAc)(2) and trisulfonated triphenylphosphine dissolved in 1-(4-sulfonic acid)-butyl-3-methylimidazolium tosylate. The catalytic phase can be reused several times without any significant decrease in activity and selectivity. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:143 / 146
页数:4
相关论文
共 16 条
[1]   Application of molten salts in hydroalkoxycarbonylation of styrene [J].
Balázs, A ;
Benedek, C ;
Torös, S .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 244 (1-2) :105-109
[2]   Palladium-Catalyzed Carbonylation Reactions of Alkenes and Alkynes [J].
Brennfuehrer, Anne ;
Neumann, Helfried ;
Beller, Matthias .
CHEMCATCHEM, 2009, 1 (01) :28-41
[3]   Novel bronsted acidic ionic liquids and their use as dual solvent-catalysts [J].
Cole, AC ;
Jensen, JL ;
Ntai, I ;
Tran, KLT ;
Weaver, KJ ;
Forbes, DC ;
Davis, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (21) :5962-5963
[4]   Pd-catalyzed ethylene methoxycarbonylation with Bronsted acid ionic liquids as promoter and phase-separable reaction media [J].
Garcia-Suarez, Eduardo J. ;
Khokarale, Santosh G. ;
van Buu, Olivier N. ;
Fehrmann, Rasmus ;
Riisager, Anders .
GREEN CHEMISTRY, 2014, 16 (01) :161-166
[5]   Zwitterion enhanced performance in palladium-phosphine catalyzed ethylene methoxycarbonylation [J].
Khokarale, S. G. ;
Garcia-Suarez, E. J. ;
Xiong, J. ;
Mentzel, U. V. ;
Fehrmann, R. ;
Riisager, A. .
CATALYSIS COMMUNICATIONS, 2014, 44 :73-75
[6]   Palladium-catalyzed hydroesterification of styrene derivatives in the presence of ionic liquids [J].
Klingshirn, MA ;
Rogers, RD ;
Shaughnessy, KH .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (15) :3620-3626
[7]   Ionic liquids and catalysis: Recent progress from knowledge to applications [J].
Olivier-Bourbigou, H. ;
Magna, L. ;
Morvan, D. .
APPLIED CATALYSIS A-GENERAL, 2010, 373 (1-2) :1-56
[8]   Alkoxycarbonylation of ethylene with cellulose in ionic liquids [J].
Osichow, Anna ;
Mecking, Stefan .
CHEMICAL COMMUNICATIONS, 2010, 46 (27) :4980-4981
[9]   Synthesis of 1,4:3,6-Dianhydrohexitols Diesters from the Palladium-Catalyzed Hydroesterification Reaction [J].
Pruvost, Romain ;
Boulanger, Jerome ;
Leger, Bastien ;
Ponchel, Anne ;
Monflier, Eric ;
Ibert, Mathias ;
Mortreux, Andre ;
Chenal, Thomas ;
Sauthier, Mathieu .
CHEMSUSCHEM, 2014, 7 (11) :3157-3163
[10]   Palladiurn-catalysed hydroalkoxycarbonylation of styrene in [BMIM][BF4] and [BMIM][PF6] ionic liquids [J].
Rangits, G ;
Kollár, L .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 242 (1-2) :156-160