Beilstein J. Org. Chem.2023,19, 1881–1894, doi:10.3762/bjoc.19.140
introduced in 2017, followed by carbon nanotubes in 2019. Consistent with expectations from theory, anion–π catalysis on carbon allotropes generally increases with polarizability. Realized examples reach from enolate addition chemistry to asymmetric Diels–Alder reactions and autocatalytic ethercyclizations
catalysis; electromicrofluidics; enolate addition; ethercyclizations; fullerenes; Introduction
Anion–π catalysis was introduced ten years ago [1]. The idea is to stabilize anionic transition states on electron-deficient, π-acidic aromatic surfaces (Figure 1A). The true beginning is arguably in 2015
selectivity generally increases with the polarizability of the carbon allotrope. Other reactions like asymmetric anion Diels-Alder reactions, the construction of 1,3-nonadjacent stereocenters and bioinspired ethercyclizations have been realized as well.
The emerging combination with oriented external
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Graphical Abstract
Figure 1:
(A) Anion–π catalysis: Stabilization of anionic transition states from substrate S to product P on ...