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The Scholl Reaction as a Powerful Tool for Synthesis of Curved Polycyclic Aromatics
Chemical Reviews ( IF 51.4 ) Pub Date : 2022-08-12 , DOI: 10.1021/acs.chemrev.2c00186 Yiqun Zhang 1 , Sai Ho Pun 1 , Qian Miao 1
Chemical Reviews ( IF 51.4 ) Pub Date : 2022-08-12 , DOI: 10.1021/acs.chemrev.2c00186 Yiqun Zhang 1 , Sai Ho Pun 1 , Qian Miao 1
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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.
中文翻译：
Scholl 反应作为合成弯曲多环芳烃的有力工具
在过去的十年中，通过 Scholl 反应在合成弯曲多环芳烃方面取得了显著成功，即使在引入显着空间应变的情况下也能实现氧化芳基-芳基偶联。这些弯曲的多环芳烃不仅是与芳香性性质相关的结构有机化学的独特对象，而且在自下而上精确合成具有独特拓扑结构的纳米碳的方法中发挥着重要作用。此外，由于其有趣的性质和有前途的应用，它们在超分子化学和有机功能材料领域受到了广泛关注。尽管 Scholl 反应在合成弯曲多环芳烃方面取得了巨大成功，由于对反应机理和可能的重排过程的理解有限，Scholl 反应中新设计的底物的结果仍然无法以通用和精确的方式预测。本综述概述了 Scholl 反应，重点介绍了它们在合成具有有趣结构和性质的弯曲多环芳烃中的应用，并旨在阐明在合成空间应变多环芳烃时影响 Scholl 反应的关键因素。
更新日期：2022-08-12
中文翻译：
Scholl 反应作为合成弯曲多环芳烃的有力工具
在过去的十年中，通过 Scholl 反应在合成弯曲多环芳烃方面取得了显著成功，即使在引入显着空间应变的情况下也能实现氧化芳基-芳基偶联。这些弯曲的多环芳烃不仅是与芳香性性质相关的结构有机化学的独特对象，而且在自下而上精确合成具有独特拓扑结构的纳米碳的方法中发挥着重要作用。此外，由于其有趣的性质和有前途的应用，它们在超分子化学和有机功能材料领域受到了广泛关注。尽管 Scholl 反应在合成弯曲多环芳烃方面取得了巨大成功，由于对反应机理和可能的重排过程的理解有限，Scholl 反应中新设计的底物的结果仍然无法以通用和精确的方式预测。本综述概述了 Scholl 反应，重点介绍了它们在合成具有有趣结构和性质的弯曲多环芳烃中的应用，并旨在阐明在合成空间应变多环芳烃时影响 Scholl 反应的关键因素。
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