A Covalent Organic Cage Compound Acting as a Supramolecular Shadow Mask for the Regioselective Functionalization of C60

05 June 2020, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A trigonal-bipyramidal covalent organic cage compound serves as an efficient host to form stable 1:1-complexes with C60 and C70. Fullerene encapsulation has been comprehensively studied by NMR and UV/Vis spectroscopy, mass spectrometry as well as single-crystal X-ray diffraction. Exohedral functionalization of encapsulated C60 via threefold Prato reaction revealed high selectivity for the symmetry-matched all-trans-3 addition pattern.

Keywords

covalent organic cage compounds
fullerenes
Prato reaction
regioselectivity

Supplementary materials

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2020 06 Leonhardt ESI ChemRxiv
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C60 1 complex
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