Cyclotrimerization Approach to Symmetric [9]Helical Indenofluorenes: Diverting Cyclization Pathways

0574039 - ÚFCH JH 2024 RIV DE eng J - Článek v odborném periodiku
Cadart, T. - Gläsel, T. - Císařová, I. - Gyepes, Robert - Nečas, D. - Hapke, M. - Kotora, M.
Cyclotrimerization Approach to Symmetric [9]Helical Indenofluorenes: Diverting Cyclization Pathways.
Chemistry - A European Journal. Roč. 29, č. 58 (2023), č. článku e202301491. ISSN 0947-6539. E-ISSN 1521-3765
Institucionální podpora: RVO:61388955
Klíčová slova: catalysis * cyclotrimerization * C−C bond cleavage * dispiroindenofluorenes * [9]helical structure
Obor OECD: Physical chemistry
Impakt faktor: 4.3, rok: 2022
Způsob publikování: Open access

Catalytic cyclotrimerization routes to symmetrical [9]helical indenofluorene were explored by using different transition–metal complexes and thermal conditions. Depending on the reaction conditions, the cyclotrimerizations were accompanied by dehydro-Diels–Alder reaction giving rise to another type of aromatic compounds. Structures of both symmetrical [9]helical cyclotrimerization product as well as the dehydro-Diels–Alder product were confirmed by single-crystal X-ray diffraction analyses. Limits of enantioselective cyclotrimerization were assessed as well. DFT calculations shed light on the reaction course and the origin of diminished enantioselectivity.
Trvalý link: https://hdl.handle.net/11104/0344406