Quantifying Solvophobic Effects in Organic Solvents Using a Hydrocarbon Molecular Balance
Finn M. Wilming, Jonathan Becker, Peter R. Schreiner
Abstract
We evaluate the use of the cohesive energy density (ced) as a quantitative descriptor for solvophobic effects in organic solvents by measuring ΔGZ/E of the rigid Z- and E-2,2′-diethynyl-9,9′-bifluorenylidene. In line with previously employed balances, solvent-dependent changes in ΔGZ/E are predominantly induced by solvophobic effects, leading to a strong correlation with the solvent’s ced. We re-emphasize the role of ceds as quantitative descriptors of solvophobic effects of organic solvents. Our experimental findings are well supported by B3LYP-D3/def2TZVP computations.
Topics & Concepts
SolvophobicChemistryHydrocarbonOrganic solventSolventSolvent effectsComputational chemistryOrganic chemistryChemical engineeringEngineeringSpectroscopy and Quantum Chemical StudiesAdvanced Chemical Physics StudiesPhotochemistry and Electron Transfer Studies