Chiral polyesters by dynamic kinetic resolution polymerization

被引：64

作者：

Hilker, I

Rabani, G

Verzijl, GKM

Palmans, ARA

Heise, A

机构：

[1] DSM Res & Patents, NL-6160 MD Geleen, Netherlands

[2] Tech Univ Eindhoven, Lab Macromol & Organ Chem, NL-5600 MB Eindhoven, Netherlands

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 13期

关键词：

chiral resolution; enzyme catalysis; polymerization;

D O I：

10.1002/anie.200503496

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) Problem resolved: Enzymatic polymerization was combined with an in situ Rucatalyzed racemization process. The reaction mixture comprises a racemic mixture of a chiral diol and dimethyl adipate. Because of the high stereoselectivity of the enzyme Candida antarctica lipase B (CALB), the S-configured stereocenters of the chiral diol are practically nonreactive. Polycondensation was achieved by concurrent racemization of the S- into the R-configured centers. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：2130 / 2132

页数：3

相关论文

共 16 条

[1] Solventless enantioelective ring-opening polymerization of substituted ε-caprolactones by enzymatic catalysis [J].

Al-Azemi, TF ;

Kondaveti, L ;

Bisht, KS .

MACROMOLECULES, 2002, 35 (09) :3380-3386

[2]

[Anonymous], 2004, ANGEW CHEM, V116, P6697

[3] Aminocyclopentadienyl ruthenium complexes as racemization catalysts for dynamic kinetic resolution of secondary alcohols at ambient temperature [J].

Choi, JH ;

Choi, YK ;

Kim, YH ;

Park, ES ;

Kim, EJ ;

Kim, MJ ;

Park, JW .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (06) :1972-1977

[4] Lipase-catalyzed enantioselective copolymerization of substituted lactones to optically active polyesters [J].

Kikuchi, H ;

Uyama, H ;

Kobayashi, S .

MACROMOLECULES, 2000, 33 (24) :8971-8975

[5]

Larsson A. L. E., 1997, ANGEW CHEM, V109, P1256

[6] Enzymatic resolution of alcohols coupled with ruthenium-catalyzed racemization of the substrate alcohol [J].

Larsson, ALE ;

Persson, BA ;

Backvall, JE .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1997, 36 (11) :1211-1212

[7]

Magnusson A.O., 2005, ANGEW CHEM, V117, P4658

[8] Highly compatible metal and enzyme catalysts for efficient dynamic kinetic resolution of alcohols at ambient temperature [J].

Martín-Matute, B ;

Edin, M ;

Bogár, K ;

Bäckvall, JE .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (47) :6535-6539

[9] Lipase-catalyzed ring-opening polymerization of lactones to polyesters and its mechanistic aspects [J].

Namekawa, S ;

Suda, S ;

Uyama, H ;

Kobayashi, S .

INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 1999, 25 (1-3) :145-151

[10] Chemoenzymatic dynamic kinetic resolution [J].

Pàmies, O ;

Bäckvall, JE .

TRENDS IN BIOTECHNOLOGY, 2004, 22 (03) :130-135