Anion-π catalysis on carbon allotropes

被引:1
|
作者
Lopez, M. angeles Gutierrez [1 ]
Tan, Mei-Ling [1 ]
Renno, Giacomo [1 ]
Unait, Augustina Jozeli [1 ]
Nue-Martinez, J. Jonathan [1 ]
Lopez-Andarias, Javier [1 ]
Sakai, Naomi [1 ]
Matile, Stefan [1 ]
机构
[1] Univ Geneva, Dept Organ Chem, Geneva, Switzerland
来源
基金
瑞士国家科学基金会;
关键词
anion-pi interactions; autocatalysis; catalysis; carbon nanotubes; Diels-Alder reactions; electric-field-induced catalysis; electromicrofluidics; enolate addition; ether cyclizations; fullerenes; ELECTRIC-FIELDS; NANOTUBES; GRAPHENE; CHEMISTRY; SURFACE; FUNCTIONALIZATION; ORGANOCATALYSTS; CONSTRUCTION; THIOESTERS; ENERGY;
D O I
10.3762/bjoc.19.140
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Anion-n catalysis, introduced in 2013, stands for the stabilization of anionic transition states on n-acidic aromatic surfaces. Anion-n catalysis on carbon allotropes is particularly attractive because high polarizability promises access to really strong anion-n interactions. With these expectations, anion-n catalysis on fullerenes has been introduced in 2017, followed by carbon nanotubes in 2019. Consistent with expectations from theory, anion-n catalysis on carbon allotropes generally increases with polarizability. Realized examples reach from enolate addition chemistry to asymmetric Diels-Alder reactions and autocatalytic ether cyclizations. Currently, anion-n catalysis on carbon allotropes gains momentum because the combination with electric-field-assisted catalysis promises transformative impact on organic synthesis.
引用
收藏
页码:1881 / 1894
页数:14
相关论文
共 50 条
  • [41] Peptide Stapling with Anion-π Catalysts
    Pham, Anh-Tuan
    Matile, Stefan
    CHEMISTRY-AN ASIAN JOURNAL, 2020, 15 (10) : 1562 - 1566
  • [42] Enolate chemistry with anion-π interactions
    Zhao, Yingjie
    Sakai, Naomi
    Matile, Stefan
    NATURE COMMUNICATIONS, 2014, 5
  • [43] Anion-π Interactions in Supramolecular Architectures
    Chifotides, Helen T.
    Dunbar, Kim R.
    ACCOUNTS OF CHEMICAL RESEARCH, 2013, 46 (04) : 894 - 906
  • [44] Putting Anion-π Interactions Into Perspective
    Frontera, Antonio
    Gamez, Patrick
    Mascal, Mark
    Mooibroek, Tiddo J.
    Reedijk, Jan
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (41) : 9564 - 9583
  • [45] Anion-π contacts in supramolecular architectures
    Chifotides, Helen
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
  • [46] Research Progress on Anion-π Interactions
    Zhang, Xiao
    Hu, Mixia
    Du, Yanqing
    Liang, Fengying
    Zhang, Xiaoying
    Eerdun, Chaolu
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2024, 44 (04) : 1181 - 1196
  • [47] Anion-π Catalysts with Axial Chirality
    Wang, Chao
    Matile, Stefan
    CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (49) : 11955 - 11960
  • [48] CARBON ALLOTROPES
    URBEN, PG
    CHEMISTRY IN BRITAIN, 1993, 29 (07) : 574 - 574
  • [49] Anion-π Interaction in a Diketopyrrolopyrrole Derivative
    Chen, Tianwen
    Wang, Liyuan
    Li, Shayu
    Dong, Lichun
    Tan, Luxi
    ORGANIC LETTERS, 2023, 25 (31) : 5774 - 5778
  • [50] Anion-π Slides for Transmembrane Transport
    Mareda, Jiri
    Matile, Stefan
    CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (01) : 28 - 37