Abstract
The 14π-electron system of anthracene has been merged with the unsaturated Z-1,2-difurylethene to form a macrocycle(s) with the retained local conjugation of all incorporated subunits that were substantially modulated with a redox activation, opening a global delocalization involving all integrated aromatics. In addition, the edge modulation of acene via the attachment of a specific isomer of the conjugated system gives steric confinements that are characteristic of small macrocycles, forcing substantially short C(H)···O electrostatic interactions that are documented spectroscopically with the support of X-ray analysis.
Highlights
The 14π-electron system of anthracene has been merged with the unsaturated Z-1,2-difurylethene to form a macrocycle(s) with the retained local conjugation of all incorporated subunits that were substantially modulated with a redox activation, opening a global delocalization involving all integrated aromatics
The geometric constraints introduced in constructed motifs gave a field for testing the reactivity that was unavailable without a macrocycle
The geometric constraints introduced in constructed motifs gave a field for testing the reactivity that was unavailable without a macrocycle.9. It could force a close proximity of units in the cavity, resulting in, for example, strong hydrogen bonding
Summary
Arnab Dutta − Faculty of Chemistry, Jagiellonian University, 30-387 Kraków, Poland. Wojciech Stawski − Department of Chemistry, University of Wrocław, 50383 Wrocław, Poland; Present Address: University of Oxford, Department of Chemistry, CRL, 12 Mansfield Road, Oxford OX1 3TA, United Kingdom; orcid.org/0000-0003-3799-0485. Monika Kijewska − Department of Chemistry, University of Wrocław, 50383 Wrocław, Poland; orcid.org/00000001-6227-7169.
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