On the Route to the Photogeneration of Heteroaryl Cations. The Case of Halothiophenes

C Raviola, F Chiesa, S Protti, A Albini…

文献索引：Raviola, Carlotta; Canevari, Veronica; Protti, Stefano; Albini, Angelo; Fagnoni, Maurizio Green Chemistry, 2013 , vol. 15, # 10 p. 2704 - 2708

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摘要

2-Chloro-, 2-bromo-, and 2-iodothiophenes undergo photochemical dehalogenation via the triplet state. In the presence of suitable π-bond nucleophiles, thienylation occurs with modest yield from chloro and bromo derivatives (via photogenerated triplet 2-thienyl cation). Specific trapping by using oxygen along with computational analysis carried out by means of a density functional method support that, in the case of iodo derivatives, homolytic thienyl–I ...