Wang Yulei, Zhao Rong, Ackermann Lutz
Institut für Organische und Biomolekulare Chemie and Wöhler Research Institute for Sustainable Chemistry (WISCh), Georg-August-Universität Göttingen, Tammanstraße 2, 37077, Göttingen, Germany.
Adv Mater. 2023 Dec;35(49):e2300760. doi: 10.1002/adma.202300760. Epub 2023 Oct 29.
Polycyclic aromatic hydrocarbons (PAHs) have surfaced as increasingly viable components in optoelectronics and material sciences. The development of highly efficient and atom-economic tools to prepare PAHs under exceedingly mild conditions constitutes a long-term goal. Traditional syntheses of PAHs have largely relied on multistep approaches or the conventional Scholl reaction. However, Scholl reactions are largely inefficient with electron-deficient substrates, require stoichiometric chemical oxidants, and typically occur in the presence of strong acid. In sharp contrast, electrochemistry has gained considerable momentum during the past decade as an alternative for the facile and straightforward PAHs assembly, generally via electro-oxidative dehydrogenative annulation, releasing molecular hydrogen as the sole stoichiometric byproduct by the hydrogen evolution reaction. This review provides an overview on the recent and significant advances in the field of electrochemical syntheses of various PAHs until January 2023.
多环芳烃(PAHs)已成为光电子学和材料科学中越来越可行的组成部分。在极其温和的条件下制备PAHs的高效且原子经济的工具的开发是一个长期目标。PAHs的传统合成方法主要依赖于多步方法或传统的肖尔反应。然而,肖尔反应对于缺电子底物大多效率低下,需要化学计量的化学氧化剂,并且通常在强酸存在下发生。与之形成鲜明对比的是,在过去十年中,电化学作为一种简便直接的PAHs组装方法获得了相当大的发展势头,通常是通过电氧化脱氢环化反应,通过析氢反应释放分子氢作为唯一的化学计量副产物。本综述概述了截至2023年1月各种PAHs电化学合成领域的最新重大进展。