Using Soluble Polymer Supports To Facilitate Homogeneous Catalysis

被引:312
作者
Bergbreiter, David E. [1 ]
Tian, Jianhua [1 ]
Hongfa, Chayanant [1 ]
机构
[1] Texas A&M Univ, Dept Chem, College Stn, TX 77842 USA
基金
美国国家科学基金会;
关键词
PHASE-TRANSFER LIGANDS; HYDROLYTIC KINETIC RESOLUTION; SUPERCRITICAL CARBON-DIOXIDE; CROSS-LINKED POLYSTYRENE; POLY(ETHYLENE GLYCOL)-SUPPORTED TEMPO; HIGHLY ENANTIOSELECTIVE EPOXIDATION; STABILIZED PALLADIUM NANOPARTICLES; FLUOROUS BIPHASE HYDROFORMYLATION; ASYMMETRIC TRANSFER HYDROGENATION; END-FUNCTIONALIZED POLYSTYRENES;
D O I
10.1021/cr8004235
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A review of various research studies conducted since 2002 on the use of soluble polymer supports to facilitate homogeneous catalysis is presented. TEMPO is a commonly used organocatalyst for the selective oxidation of primary alcohols to aldehydes. Use of PEG-supported proline as a catalyst is described in enantioselective conjugate addition reactions. A phosphonium salt is described and is found to deliver catalyzed formation of cyclic carbonates, while intermediate cyclic carbonates could be used without isolation as a phosgene-equivalent. The synthesis of three types of PEG-supported salen ligands could be used to catalyze the addition of diethyl zinc to aldehydes. A study including the use of PEG supports to prepare a tartate ester library is an effort to probe the effect of tartrate structure on stereoselectivity in Sharpless asymmetric epoxidation of allylic alcohols.
引用
收藏
页码:530 / 582
页数:53
相关论文
共 308 条
[31]   Synthesis of poly(ethylene glycol)-supported manganese porphyrins: efficient, recoverable and recyclable catalysts for epoxidation of alkenes [J].
Benaglia, M ;
Danelli, T ;
Pozzi, G .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2003, 1 (03) :454-456
[32]   Self-separating homogeneous copper(I) catalysts [J].
Bergbreiter, David E. ;
Hamilton, Patrick N. ;
Koshti, Nirmal M. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (35) :10666-+
[33]   A combinatorial approach to studying the effects of N-alkyl groups on poly(N-alkyl and N,N-dialkylacrylamide) solubility [J].
Bergbreiter, David E. ;
Aviles-Ramos, Nydea A. ;
Ortiz-Acosta, Denisse .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2007, 9 (04) :609-617
[34]   Soluble polyisobutylene-supported reusable catalysts for olefin cyclopropanation [J].
Bergbreiter, David E. ;
Tian, Jianhua .
TETRAHEDRON LETTERS, 2007, 48 (26) :4499-4503
[35]   Liquid/liquid biphasic recovery/reuse of soluble polymier-supported catalysts [J].
Bergbreiter, David E. ;
Sung, Shayna D. .
ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (12-13) :1352-1366
[36]   POLYETHYLENE-BOUND RHODIUM(I) HYDROGENATION CATALYSTS [J].
BERGBREITER, DE ;
CHANDRAN, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (01) :174-179
[37]   Palladium-catalyzed C-C coupling under thermomorphic conditions [J].
Bergbreiter, DE ;
Osburn, PL ;
Wilson, A ;
Sink, EM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (38) :9058-9064
[38]   Tridentate SCS palladium(II) complexes: New, highly stable, recyclable catalysts for the heck reaction [J].
Bergbreiter, DE ;
Osburn, PL ;
Liu, YS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (41) :9531-9538
[39]   Terminally functionalized polyisobutylene oligomers as soluble supports in catalysis [J].
Bergbreiter, DE ;
Li, J .
CHEMICAL COMMUNICATIONS, 2004, (01) :42-43
[40]   Using soluble polymers to recover catalysts and ligands [J].
Bergbreiter, DE .
CHEMICAL REVIEWS, 2002, 102 (10) :3345-3383