Cyclotrimerization Approach to Symmetric [9]Helical Indenofluorenes: Diverting Cyclization Pathways
Status PubMed-not-MEDLINE Jazyk angličtina Země Německo Médium print-electronic
Typ dokumentu časopisecké články
Grantová podpora
21-39639L
Grantová Agentura České Republiky
I 5385
Austrian Science Fund
UNCE/SCI/014
Univerzita Karlova v Praze
PubMed
37306545
PubMed Central
PMC10946996
DOI
10.1002/chem.202301491
Knihovny.cz E-zdroje
- Klíčová slova
- C−C bond cleavage, [9]helical structure, catalysis, cyclotrimerization, dispiroindenofluorenes,
- Publikační typ
- časopisecké články MeSH
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.
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