Assembling nonplanar polyaromatic units by click chemistry. Study of multicorannulene systems as host for fullerenes

Org Lett. 2015 Jun 5;17(11):2578-81. doi: 10.1021/acs.orglett.5b01161. Epub 2015 May 18.

Abstract

Novel compounds with two or three corannulene subunits have been obtained by "click chemistry". These exotic systems were synthesized in high yields using the ethynylcorannulene as common reagent. The synergistic action as receptors for fullerenes of several corannulene blocks has been evaluated. It was found that the three-armed derivatives showed efficient complexation abilities toward C60. Furthermore, a new compound having two corannulene subunits linked to a hexahelicene scaffold has a remarkable affinity constant. Finally, theoretical calculations have been performed to evaluate the formation of their relative adducts containing a C60 molecule.