Acenaphthenoannulation Induced by the Dual Lewis Acidity of Alumina.

ABSTRACT: We have discovered a dual (i. e., soft and hard) Lewis acidity of alumina that enables rapid one-pot π-extension through the activation of terminal alkynes followed by C-F activation. The tandem reaction introduces an acenaphthene fragment - an essential moiety of geodesic polyarenes. This reaction provides quick access to elusive non-alternant polyarenes such as π-extended buckybowls and helicenes through three-point annulation of the 1-(2-ethynyl-6-fluorophenyl)naphthalene moiety. The versatility of the developed method was demonstrated by the synthesis of unprecedented structural fragments of elusive geodesic graphene nanoribbons.

SUBMITTER: Akhmetov V 

PROVIDER: S-EPMC9321853 | biostudies-literature | 2022 Jun

REPOSITORIES: biostudies-literature