Alkynes as Linchpins for the Additive Annulation of Biphenyls: Convergent Construction of Functionalized Fused Helicenes

• Published in: Angewandte Chemie International Edition Vol. 55; no. 39; pp. 12054 - 12058
• Main Authors: Mohamed, Rana K., Mondal, Sayantan, Guerrera, Joseph V., Eaton, Teresa M., Albrecht-Schmitt, Thomas E., Shatruk, Michael, Alabugin, Igor V.
• Format: Journal Article
• Language: English
• Published: WEINHEIM Blackwell Publishing Ltd 19.09.2016; Wiley; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: Alkynes; Aromatic compounds; Chemical reactions; Chemistry; Chemistry, Multidisciplinary; Computer applications; helicenes; Photochemicals; photocyclodehydroiodination; Physical Sciences; Science & Technology; ACETYLENES; alkynes; PHOTOCHEMICAL-SYNTHESIS; photocyclodehydroiodination; EQUIVALENTS; ENYNE CYCLIZATIONS; RADICAL CASCADES; PHENANTHRENES; helicenes; COUPLING REACTION; TRIPHENYLENE; PHOTOCYCLIZATION; CARBOHELICENES

A new approach to fused helicenes is reported, where varied substituents are readily incorporated in the extended aromatic frame. From the alkynyl precursor, the final helical compounds are obtained under mild conditions in a two‐step process, in which the final C−C bond is formed via a photochemica...