Wachter M, Jurkiewicz L, Hirsch A (2021)
Publication Status: Published
Publication Type: Journal article
Publication year: 2021
Publisher: WILEY-V C H VERLAG GMBH
Book Volume: 27
Pages Range: 7677-7686
Journal Issue: 28
A new concept for the regioselective synthesis of [3 : 2 : 1] hexakis-adducts of fullerene C-60 was developed. Based on sequential tether-directed remote functionalizations, chiral [3 : 2] pentakis-adducts with an incomplete octahedral addition pattern were synthesized via stepwise cyclopropanation of C-60 with suitable macrocyclic tri- and bifunctional cyclomalonate tethers. The four resulting stereoisomers were isolated using chiral HPLC. The corresponding pairs of enantiomers show mirror image behavior in their CD-spectra. The pentakis-adducts served as suitable building blocks for the spatially controlled synthesis of mixed hexakis-adducts. Implementation of functional group-bearing monomalonates afforded octahedral [3 : 2 : 1] hexakis-adducts suitable for the construction of larger molecular and supramolecular fullerene architectures in excellent yield.
APA:
Wachter, M., Jurkiewicz, L., & Hirsch, A. (2021). Sequential Tether-Directed Synthesis of New [3:2:1] Hexakis-Adducts of C-60 with a Mixed Octahedral Addition Pattern. Chemistry - A European Journal, 27(28), 7677-7686. https://dx.doi.org/10.1002/chem.202100319
MLA:
Wachter, Michael, Lisa Jurkiewicz, and Andreas Hirsch. "Sequential Tether-Directed Synthesis of New [3:2:1] Hexakis-Adducts of C-60 with a Mixed Octahedral Addition Pattern." Chemistry - A European Journal 27.28 (2021): 7677-7686.
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