Markushyna Yevheniia, Antonietti Markus, Savateev Aleksandr
Department of Colloid Chemistry, Max-Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany.
ACS Org Inorg Au. 2021 Dec 13;2(2):153-158. doi: 10.1021/acsorginorgau.1c00038. eCollection 2022 Apr 6.
Visible light photocatalysis is a tool in synthetic chemistry that allows us to utilize the energy of photons via photoinduced electron transfer to promote diverse organic reactions. Herein, a heterogeneous transition metal-free material, a type of carbon nitride photocatalyst, potassium poly(heptazine imide), is employed to produce sulfonyl chlorides from arenediazonium salts under mild conditions (visible light irradiation, room temperature) with 50-95% yields. The method is suitable for the synthesis of both electron rich and electron deficient compounds, and it shows high tolerance toward different functional groups (halides, ester, nitro, cyano groups). Thus, a sustainable photocatalytic alternative to the Meerwein chlorosulfonylation reaction is offered.
可见光光催化是合成化学中的一种工具，它使我们能够通过光致电子转移利用光子的能量来促进各种有机反应。在此，一种非均相无过渡金属材料，即一种氮化碳光催化剂聚（七嗪酰亚胺）钾，被用于在温和条件下（可见光照射，室温）由芳基重氮盐制备磺酰氯，产率为50 - 95%。该方法适用于富电子和缺电子化合物的合成，并且对不同官能团（卤化物、酯、硝基、氰基）具有高耐受性。因此，提供了一种可持续的光催化替代米尔温氯磺酰化反应的方法。
