Abstract

Global aromaticity in 3D π-conjugated molecular cages remains largely unexplored. Herein, we report the facile synthesis of a fully conjugated molecular cage (1) containing two bridged triphenylamine units and three quinoidal bithiophene arms. X-ray crystallographic analysis, NMR/ESR measurements and theoretical calculations reveal that: 1) its dication (12+ ) has an open-shell singlet ground state and is 3D globally aromatic, with individual macrocycles being 2D Hückel aromatic; 2) its tetracation (14+ ) has a triplet ground state and is also 3D globally aromatic, with individual macrocycles being 2D Baird aromatic; and 3) its hexacation (16+ ) has a closed-shell nature and shows local aromaticity. The study demonstrated a close relationship between 2D Hückel/Baird aromaticity and 3D global π-aromaticity.

Full Text
Paper version not known

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.