We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Synthesis and Conformational Analysis of Fullerene Torsion Balances for Assessing the Contribution of Dispersion and Anionic Character in Non‐Covalent Arene–Fullerene Interactions.
- Authors
Yamada, Michio; Sahara, Koki; Koizumi, Masaaki; Maeda, Yutaka; Suzuki, Mitsuaki
- Abstract
We employ a molecular torsion balance displaying bifurcated conformational isomerism to quantitatively evaluate the non‐covalent interactions between the fullerene surface and substituted arene moieties containing elements with high atomic numbers, as well as the thermodynamic processes involved in the folding equilibrium using nuclear magnetic resonance spectroscopy. The interaction between fullerene and haloaryl groups was stronger in cases where the introduced halogen had a higher atomic number, indicating that dispersion forces play a significant role in the interaction between fullerenes and 4‐haloaryl groups. The dispersion term also significantly contributed to the interaction between fullerene and the 4‐mercaptophenyl group. Moreover, the addition of an appropriate base to the 4‐mercaptophenyl‐appended torsion balance formed the corresponding thiophenolate anion, resulting in a large negative change in the folding free energy in CDCl3. Detailed analysis suggested that the observed attractive anionic arene–fullerene interactions predominantly originated from solvation effects.
- Subjects
CONFORMATIONAL analysis; NUCLEAR magnetic resonance spectroscopy; TORSION; INTERMOLECULAR forces; DISPERSION (Chemistry); CONFORMATIONAL isomerism
- Publication
Chemistry - A European Journal, 2023, Vol 29, Issue 44, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202300877