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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 (C 60 and C 70 ). The preorganization of the tweezers provided association constants of ca. 10 3 M –1 in toluene- d 8, 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.
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Gotfredsen et al. (2018) studied this question.
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