X‐Ray Characterization of an Electron Donor–Acceptor Complex that Drives the Photochemical Alkylation of Indoles |
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Authors: | Dr. Sandeep R. Kandukuri Ana Bahamonde Dr. Indranil Chatterjee Dr. Igor D. Jurberg Eduardo C. Escudero‐Adán Prof. Dr. Paolo Melchiorre |
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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) |
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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. |
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Keywords: | alkylation indoles photochemistry radicals synthetic methods |
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