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X‐Ray Characterization of an Electron Donor–Acceptor Complex that Drives the Photochemical Alkylation of Indoles
Authors:Dr. Sandeep R. Kandukuri  Ana Bahamonde  Dr. Indranil Chatterjee  Dr. Igor D. Jurberg  Eduardo C. Escudero‐Adán  Prof. Dr. Paolo Melchiorre
Affiliation:1. ICIQ—Institute of Chemical Research of Catalonia, Avenida Pa?sos Catalans 16, 43007 Tarragona (Spain) http://www.iciq.org/research/research_group/prof‐paolo‐melchiorre/;2. ICREA—Institució Catalana de Recerca i Estudis Avan?ats, Passeig Lluís Companys 23, 08010 Barcelona (Spain)
Abstract:A metal‐free, photochemical strategy for the direct alkylation of indoles was developed. The reaction, which occurs at ambient temperature, is driven by the photochemical activity of electron donor–acceptor (EDA) complexes, generated upon association of substituted 1H‐indoles with electron‐accepting benzyl and phenacyl bromides. Significant mechanistic insights are provided by the X‐ray single‐crystal analysis of an EDA complex relevant to the photoalkylation and the determination of the quantum yield (Φ) of the process.
Keywords:alkylation  indoles  photochemistry  radicals  synthetic methods
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