James Michael J, Strieth-Kalthoff Felix, Sandfort Frederik, Klauck Felix J R, Wagener Felicitas, Glorius Frank
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149, Münster, Germany.
Chemistry. 2019 Jun 21;25(35):8240-8244. doi: 10.1002/chem.201901397. Epub 2019 May 22.
The development and application of traceless acceptor groups in photochemical C-C bond formation is described. This strategy was enabled by the photoexcitation of electron donor-acceptor (EDA) complexes with visible light. The traceless acceptors, which were readily prepared from amino acid and peptide feedstocks, could be used to alkylate a wide range of heteroarene and enamine donors under metal- and peroxide-free conditions. The crucial role of the EDA complexes in the mechanism of these reactions was explored through combined experimental and computational studies.
本文描述了无痕受体基团在光化学C-C键形成中的开发与应用。该策略通过可见光对电子供体-受体(EDA)络合物的光激发得以实现。这些无痕受体可由氨基酸和肽原料轻松制备,能在无金属和无过氧化物的条件下,用于多种杂芳烃和烯胺供体的烷基化反应。通过实验与计算相结合的研究,探索了EDA络合物在这些反应机理中的关键作用。