American Chemical Society
ol8b02518_si_001.pdf (10.6 MB)

Complexation of Fullerenes by Subphthalocyanine Dimers

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journal contribution
posted on 2018-09-13, 14:48 authored by Henrik Gotfredsen, Thomas Holmstrøm, Alberto Viñas Muñoz, Freja Eilsø Storm, Christian G. Tortzen, Anders Kadziola, Kurt V. Mikkelsen, Ole Hammerich, Mogens Brøndsted Nielsen
Tweezer-like molecules comprised of two boron subphthalocyanine (SubPc) units were prepared by Sonogashira couplings and investigated using NMR spectroscopy for their ability to bind fullerenes (C60 and C70). The preorganization of the tweezers provided association constants of ca. 103 M–1 in toluene-d8, while a SubPc monomer did not show any association. Nevertheless, the SubPc monomer crystallized with the fullerenes as 2:1 complexes, supporting the favorable tweezer-like design for complexation, which was further corroborated by computations.