Electrophilic aromatic substitution reactions of compounds with Craig-Möbius aromaticity(2021-09-22)

Date:2021-09-23 20:16    Author:   

Electrophilic aromatic substitution (EAS) reactions are hallmarks of aromaticity. However, the potential of compounds with Möbius aromaticity to undergo EAS has been ignored for a long time. A number of molecules with d orbitals involved in conjugation of π-aromatic ring in the out-of-phase way have been described as Craig-Möbius aromaticity because they have the same phase inversion properties as Möbius type and fit [4n] rule. Embedding metals within a π-conjugated hydrocarbon skeleton is considered an efficient method for discovering Craig-Möbius aromatic scaffolds. We directly employed metalla-aromatics to develop EAS reactions of Craig-Möbius aromatics with excellent efficiency and remarkable regioselectivity, and the reactions were quantified in computational studies to further rationalize the preferred sites of attack on the different aromatic rings.

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