An Ortho-Tetraphenylene-Based "Gelander" Architecture Consisting Exclusively of 52 sp² -Hybridized C Atoms.

ABSTRACT: A new type of "Geländer" molecule based on a ortho-tetraphenylene core is presented. The central para-quaterphenyl backbone is wrapped by a 4,4'-di((Z)-styryl)-1,1'-biphenyl banister, with its aryl rings covalently attached to all four phenyl rings of the backbone. The resulting helical chiral bicyclic architecture consists exclusively of sp² -hybridized carbon atoms. The target structure was assembled by expanding the central ortho-tetraphenylene subunit with the required additional phenyl rings followed by a twofold macrocyclization. The first macrocyclization attempts based on a twofold McMurry coupling were successful but low yielding; the second strategy, profiting from olefin metathesis, provided satisfying yields. Hydrogenation of the olefins resulted in a saturated deriv

SUBMITTER: Dekkiche H 

PROVIDER: S-EPMC8518721 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature