Pan, LeiDeckert, Macy M.Cooke, Maria VictoriaBleeke, Annika R.Laulhé, Sébastien2023-09-252023-09-252022Pan L, Deckert MM, Cooke MV, Bleeke AR, Laulhé S. Solvent Anions Enable Photoinduced Borylation and Phosphonation of Aryl Halides via EDA Complexes. Org Lett. 2022;24(35):6466-6471. doi:10.1021/acs.orglett.2c02631https://hdl.handle.net/1805/35735We report the synthesis of aryl boronic esters and aryl phosphonate esters promoted by visible-light in the absence of transition-metals or photoredox catalysts. The transformation proceeds at room temperature using sodium hydride, as a non-nucleophilic base, and exhibits functional group tolerance for anilines, amides, and esters. UV-vis spectroscopy, radical trapping experiments, and computational (TD-DFT) calculations suggest an electron-donor-acceptor (EDA) complex between solvent anions and aryl halides as the species responsible for this reactivity.en-USPublisher PolicyAryl boronic estersAryl phosphonate estersTransition-metalsPhotoredox catalystsSolvent anionsAryl halidesArticle