Ligand denticity controls enantiomeric preference in DNA-based asymmetric catalysis

被引：42
|
作者：
Boersma, Arnold J. [1 ]
de Bruin, Bas [2 ]
Feringa, Ben L. [1 ]
Roelfes, Gerard [1 ]
机构：
[1] Univ Groningen, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands
[2] Univ Amsterdam, Vant Hoff Inst Mol Sci, NL-1098 XH Amsterdam, Netherlands
来源：
CHEMICAL COMMUNICATIONS | 2012年 / 48卷 / 18期
关键词：
ARTIFICIAL TRANSFER HYDROGENASES; TERNARY COPPER(II) COMPLEXES; DIELS-ALDER REACTION; DESIGN;
D O I：
10.1039/c2cc17350f
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
DNA-based catalysis can be used to control the enantioselectivity of copper-catalysed Diels-Alder and Friedel-Crafts reactions to produce either enantiomer of the product by changing the denticity of the ligand coordinated to the Cu(II) ion, even though the DNA adopts a right handed helical conformation only.
引用
收藏
页码：2394 / 2396
页数：3
相关论文
共 50 条
  • [1] DNA-based asymmetric catalysis
    Barden, D
    DALTON TRANSACTIONS, 2006, (11) : C21 - C21
  • [2] DNA-based asymmetric catalysis
    Roelfes, G
    Feringa, BL
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (21) : 3230 - 3232
  • [3] DNA-based asymmetric catalysis
    Boersma, Arnold J.
    Megens, Rik P.
    Feringa, Ben L.
    Roelfes, Gerard
    CHEMICAL SOCIETY REVIEWS, 2010, 39 (06) : 2083 - 2092
  • [4] Development of DNA-Based Hybrid Catalysts through Direct Ligand Incorporation: Toward Understanding of DNA-Based Asymmetric Catalysis
    Park, Soyoung
    Zheng, Linjie
    Kumakiri, Shunsuke
    Sakashita, Sohei
    Otomo, Haruka
    Ikehata, Keiichi
    Sugiyama, Hiroshi
    ACS CATALYSIS, 2014, 4 (11): : 4070 - 4073
  • [5] DNA-based asymmetric organometallic catalysis in water
    Oelerich, Jens
    Roelfes, Gerard
    CHEMICAL SCIENCE, 2013, 4 (05) : 2013 - 2017
  • [6] Challenges and Opportunities in DNA-based Asymmetric Catalysis
    Smietana, Michael
    Arseniyadis, Stellios
    CHIMIA, 2018, 72 (09) : 630 - 634
  • [7] DNA-based asymmetric catalysis: role of ionic solvents and glymes
    Zhao, Hua
    Shen, Kai
    RSC ADVANCES, 2014, 4 (96): : 54051 - 54059
  • [8] Organic co-solvents in aqueous DNA-based asymmetric catalysis
    Megens, Rik P.
    Roelfes, Gerard
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (06) : 1387 - 1393
  • [9] Binding of copper(II) polypyridyl complexes to DNA and consequences for DNA-based asymmetric catalysis
    Draksharapu, Apparao
    Boersma, Arnold J.
    Leising, Miriam
    Meetsma, Auke
    Browne, Wesley R.
    Roelfes, Gerard
    DALTON TRANSACTIONS, 2015, 44 (08) : 3647 - 3655
  • [10] Enantioselective DNA-based catalysis
    Barden, David
    CHEMISTRY WORLD, 2006, 3 (03): : 20 - 20
12345