Sugar-Bridged Fullerene Dumbbells and Their Interaction with the [10]Cycloparaphenylene Nanoring.

Autor: Jakšić J; University of Belgrade, Faculty of Chemistry, Studentski trg 12-16, 11158, Belgrade, Serbia., Solymosi I; Department of Chemistry and Pharmacy, Friedrich-Alexander-University Erlangen-Nuremberg, Nikolaus-Fiebiger-Str. 10, 91058, Erlangen, Germany., Hirsch A; Department of Chemistry and Pharmacy, Friedrich-Alexander-University Erlangen-Nuremberg, Nikolaus-Fiebiger-Str. 10, 91058, Erlangen, Germany., Pérez-Ojeda ME; Department of Chemistry and Pharmacy, Friedrich-Alexander-University Erlangen-Nuremberg, Nikolaus-Fiebiger-Str. 10, 91058, Erlangen, Germany., Mitrović A; University of Belgrade, Faculty of Chemistry, Studentski trg 12-16, 11158, Belgrade, Serbia., Maslak V; University of Belgrade, Faculty of Chemistry, Studentski trg 12-16, 11158, Belgrade, Serbia.
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2023 Aug 04; Vol. 29 (44), pp. e202301061. Date of Electronic Publication: 2023 Jun 26.
DOI: 10.1002/chem.202301061
Abstrakt: The synthesis and characterization of four dumbbell-shaped fullerene molecules connected by isosorbide and isomannide moieties is presented. Additionally, their electrochemical behavior and their ability to form complexes with [10]cycloparaphenylene ([10]CPP) were investigated. The cyclic voltammetry (CV) results of the fullerene dumbbells demonstrate a high electron affinity, indicating their strong interaction with electron-donating counterparts such as carbon nanorings, which possess complementary charge and shape properties. To study the thermodynamic and kinetic parameters of complexation, isothermal titration calorimetry (ITC) was employed. NMR titration experiments provided further insights into the binding stoichiometries. Two distinct approaches were utilized to create bridged structures: one based on cyclopropane and the other based on furan. Regardless of the type of linker used, all derivatives formed conventional 2 : 1 complexes denoted as [10]CPP 2 ⊃C 60derivative . However, the methano-dumbbell molecules exhibited distinct binding behavior, resulting in the formation of mono- and bis-pseudorotaxanes, as well as oligomers (polymers). The formation of linear polymers holds significant potential for applications in solar energy conversion processes.
(© 2023 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.)
Databáze: MEDLINE
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