Journal article

Authors list: Schümann, JM; Ochmann, L; Becker, J; Altun, A; Harden, I; Bistoni, G; Schreiner, PR

Publication year: 2023

Pages: 2093-2097

Journal: Journal of the American Chemical Society

Volume number: 145

Issue number: 4

ISSN: 0002-7863

eISSN: 1520-5126

DOI Link: https://doi.org/10.1021/jacs.2c13301

Publisher: American Chemical Society

Abstract: 
We present an experimental study of a cyclooctatetraene-based molecular balance disubstituted with increasingly bulky tert-butyl (tBu), adamantyl (Ad), and diamantyl (Dia) substituents in the 1,4-/1,6-positions for which we determined the valence-bond shift equilibrium in n-hexane (hex), n-octane (oct), and n-dodecane (dod). Computations including implicit and explicit solvation support our temperature-dependent NMR equilibrium measurements indicating that the more sterically crowded 1,6-isomer is always favored, irrespective of solvent, and that the free energy is quite insensitive to substituent size.

Harvard Citation style: Schümann, J., Ochmann, L., Becker, J., Altun, A., Harden, I., Bistoni, G., et al. (2023) Exploring the Limits of Intramolecular London Dispersion Stabilization with Bulky Dispersion Energy Donors in Alkane Solution, Journal of the American Chemical Society, 145(4), pp. 2093-2097. https://doi.org/10.1021/jacs.2c13301

APA Citation style: Schümann, J., Ochmann, L., Becker, J., Altun, A., Harden, I., Bistoni, G., & Schreiner, P. (2023). Exploring the Limits of Intramolecular London Dispersion Stabilization with Bulky Dispersion Energy Donors in Alkane Solution. Journal of the American Chemical Society. 145(4), 2093-2097. https://doi.org/10.1021/jacs.2c13301