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
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