Nanostructured, solid-state organic, chiral Diels-Alder catalysts via acid-induced liquid crystal assembly

被引:44
|
作者
Pecinovsky, CS
Nicodemus, GD
Gin, DL [1 ]
机构
[1] Univ Colorado, Dept Chem & Biochem, Boulder, CO 80309 USA
[2] Univ Colorado, Dept Chem & Biol Engn, Boulder, CO 80309 USA
关键词
D O I
10.1021/cm0514995
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 preparation of nanostructured, solid-state organic, chiral Diels-Alder catalysts, via acid-induced liquid crystal assembly, is discussed. Depending on the type and amount of acid (HX) used, different nanoporous geometries can be accessed, which is a unique feature compared to conventional catalyst supports. The active form of catalyst is the protonated amine salt and thus, ideal for serving as a hydrophilic lyotropic crystal (LLC) headgroup. The solid LLC catalysts can also be recovered and reused without significant loss of cavity or stereoselectivity.
引用
收藏
页码:4889 / 4891
页数:3
相关论文
共 50 条
  • [21] Self-healing and recyclable polyurethane-based solid-state polymer electrolyte via Diels-Alder dynamic network
    Du, Xiaoyu
    Tong, Yongfen
    Wang, Ting
    Zhang, Aiqin
    Xu, Qiuhua
    JOURNAL OF MOLECULAR STRUCTURE, 2025, 1321
  • [22] Enantioselective Diels-Alder Reaction Induced by Chiral Supramolecular Lewis Acid Catalysts Based on CN•••B and PO•••B Coordination Bonds
    Hatano, Manabu
    Hayashi, Kazushi
    Sakamoto, Tatsuhiro
    Makino, Yuma
    Ishihara, Kazuaki
    SYNLETT, 2016, 27 (07) : 1061 - 1067
  • [23] Remote Tris(pentafluorophenyl)borane-Assisted Chiral Phosphoric Acid Catalysts for the Enantioselective Diels-Alder Reaction
    Hatano, Manabu
    Ishihara, Hideyuki
    Goto, Yuta
    Ishihara, Kazuaki
    SYNLETT, 2016, 27 (04) : 564 - 570
  • [24] SOLID-STATE STEREOCHEMISTRY OF DIELS-ALDER ADDUCTS BETWEEN A BICYCLIC CYCLOHEXADIENONE DERIVATIVE AND ALPHA-ACYLOXYACRYLONITRILE
    MICHEL, AG
    BOULAY, G
    MICHELDEWEZ, N
    DROUIN, M
    RUEST, L
    DESLONGCHAMPS, P
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1991, 47 : 764 - 768
  • [25] New catalysts for Diels-Alder reaction of myrcene and acrolein prepared by solid-state interaction of MCM-41 silica and ZnCl2
    Liu, JF
    Yin, DH
    Qin, LS
    Yin, DL
    NANOPOROUS MATERIALS IV, 2005, 156 : 815 - 822
  • [26] Direct asymmetric aza Diels-Alder reaction catalyzed by chiral 2-pyrrolidinecarboxylic acid ionic liquid
    Zheng, Xin
    Qian, Yunbo
    Wang, Yongmei
    CATALYSIS COMMUNICATIONS, 2010, 11 (06) : 567 - 570
  • [27] Enantiocontrolled solid-state photodimerizations via a chiral sulfonamidecinnamic acid
    Wheeler, Kraig A.
    Wiseman, Joshua D.
    Grove, Rebecca C.
    CRYSTENGCOMM, 2011, 13 (09): : 3134 - 3137
  • [28] ORGN 618-Catalytic enantioselective Diels-Alder reaction in ionic liquid via a recyclable chiral In(III) complex
    Fu, Fan
    Teo, Yong Chua
    Loh, Teck Peng
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 234
  • [29] Chiral 2,2′-Binaphthyldiimine-Nickel(II) Complexes as Lewis Acid Catalysts for Enantioselective Diels-Alder Reactions
    Suga, H. (sugahio@gipwc.shinshu-u.ac.jp), 1600, Chemical Society of Japan (77):
  • [30] Chiral 2,2′-binaphthyldiimine-nickel(II) complexes as Lewis acid catalysts for enantioselective Diels-Alder reactions
    Suga, H
    Kakehi, A
    Mitsuda, M
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2004, 77 (03) : 561 - 568