The Scholl Reaction as a Powerful Tool for Synthesis of Curved Polycyclic Aromatics

The past decade has witnessed remarkable success in the synthesis of curved polycyclic aromatics through Scholl reactions which enable oxidative aryl-aryl coupling even in company with the introduction of significant steric strain. These curved polycyclic aromatics are not only unique objects of structural organic chemistry in relation to the nature of aromaticity but also play an important role in bottom-up approaches to precise synthesis of nanocarbons of unique topology. Moreover, they have received considerable attention in the fields of supramolecular chemistry and organic functional materials because of their interesting properties and promising applications. Despite the great success of Scholl reactions in synthesis of curved polycyclic aromatics, the outcome of a newly designed substrate in the Scholl reaction still cannot be predicted in a generic and precise manner largely due to limited understanding on the reaction mechanism and possible rearrangement processes. This review provides an overview of Scholl reactions with a focus on their applications in synthesis of curved polycyclic aromatics with interesting structures and properties and aims to shed light on the key factors that affect Scholl reactions in synthesizing sterically strained polycyclic aromatics.

Automated summary

The past decade has witnessed remarkable success in the synthesis of curved polycyclic aromatics through Scholl reactions. These curved polycyclic aromatics are unique objects in structural organic chemistry and play an important role in the precise synthesis of nanocarbons with unique topology. They have received considerable attention in supramolecular chemistry and organic functional materials due to their interesting properties and promising applications. However, the understanding of the reaction mechanism and possible rearrangement processes is still limited, making it difficult to predict the outcome of a newly designed substrate in the Scholl reaction.