Unlocking novel reaction pathways of diazoalkanes with visible light. Issue 17 (3rd February 2022)

• Record Type: Journal Article
• Authors: Empel, Claire; Pei, Chao; Koenigs, Rene M.
• Is Part Of: Chemical communications. Volume 58:Issue 17(2022)
• Page Start: 2788
• Page End: 2798
• Publication Date: 2022-02-03
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d1cc06521a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : In this feature article, the photolysis and dye-sensitized reactions of diazoalkanes are discussed and applications in organic synthesis are presented. Abstract : Photochemistry has recently attracted the interest of synthetic chemists to conduct photolysis reactions of diazoalkanes. In this feature article, we provide a concise overview on this field, starting with discoveries in physical organic chemistry and then discuss examples in organic synthesis of singlet carbene intermediates, ranging from classic reactivity towards advances in cascade reactions and unusual protonation reactions under photochemical conditions. We then commence with a discussion on the electronic control of singlet and triplet carbene intermediates and last discuss the advances that have been made with regards to the reaction of weakly colored diazoalkanes in dye-sensitized reactions to access radical or triplet carbene intermediates.