Quantitative model for rationalizing solvent effect in noncovalent CH–Aryl interactions† †Electronic supplementary information (ESI) available: Correlation plots; proton and carbon NMR spectra of the molecular balances, and the xyz coordinate of the optimized geometries. See DOI: 10.1039/c5sc03550c

@article{Emenike2016QuantitativeMF,
  title={Quantitative model for rationalizing solvent effect in noncovalent CH–Aryl interactions† †Electronic supplementary information (ESI) available: Correlation plots; proton and carbon NMR spectra of the molecular balances, and the xyz coordinate of the optimized geometries. See DOI: 10.1039/c5sc03550c},
  author={Bright U. Emenike and Sara N. Bey and Brianna C. Bigelow and Srinivas V. S. Chakravartula},
  journal={Chemical Science},
  year={2016},
  volume={7},
  pages={1401 - 1407}
}
Establishing a linear relationship between CH–aryl interaction energies and the properties of the solvating media. 
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13 Citations

13 Citations

Citation Type

Citation Type

Polarisation effects on the solvation properties of alcohols† †Electronic supplementary information (ESI) available: Experimental and computational details. See DOI: 10.1039/c7sc04890d
Alcohol solvents are significantly more polar than expected based on the measured H-bonding properties of monomeric alcohols in dilute solution.
Enantioselective fluorination of homoallylic alcohols enabled by the tuning of non-covalent interactions† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c8sc02223b
Multivariate correlation analysis, including designer π-interaction derived parameters, was applied to the study of the enantioselective fluorination of homoallylic alcohols via chiral anion phase…
Measurement of Solvent OH-π Interactions Using a Molecular Balance.
A molecular torsion balance was designed to study and measure OH-π interactions between protic solvents and aromatic surfaces. These specific solvent-solute interactions were measured via their…
Stabilizing Fluorine-π Interactions.
TLDR
A series of N-arylimide molecular balances were designed to study and measure fluorine-aromatic (F-π) interactions, finding the attractive F-π interaction is electrostatically driven and is stronger than other halogen-π interactions.
Cationic CHπ interactions as a function of solvation.
TLDR
The energy (ΔG) of a cationic CHπ interaction was measured experimentally through the conformational studies of new molecular torsion balances using proton NMR spectroscopy and revealed that electrostatic interaction is the physical origin of the observed conformational preferences in solution.
Study of through-space substituent–π interactions using N-phenylimide molecular balances
Substituent–π interactions associated with aromatic stacking interactions were experimentally measured using a small N-phenylimide molecular balance model system.
Anion-enhanced solvophobic effects in organic solvent.
TLDR
Specific anion effects were observed that followed the Hofmeister series and enhanced the solvophobic effect up to two-fold.
Synthesis of Molecular Seesaw Balances and the Evaluation of Pyridinium-π Interactions.
TLDR
A series of molecular seesaw balances 1-5 have been developed to measure the relative strength of pyridinium-π (cation-π) interactions and the effects of the solvent, substituent and counteranion on the ΔG values were elucidated.
Insight into chemical speciation based on solvent physical parameters: Illustration study using octahedral Pt(IV) complexes in several organic media
The Origin of Chalcogen-Bonding Interactions.
TLDR
The strongest chalcogen-bonding interactions were found to be at least as strong as conventional H-bonds, but unlike H- bonds, surprisingly independent of the solvent.
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