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Updated: Mar 14, 2026
09:35
Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
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Aliphatic-aromatic stacking interactions in cyclohexane-benzene are stronger than aromatic-aromatic interaction in
D B Ninković1, D Z Vojislavljević-Vasilev2, V B Medaković3
1Innovation Center of Department of Chemistry, Studentski trg 12-16, 11000 Belgrade, Serbia and Department of Chemistry, Texas A&M University at Qatar, P. O. Box 23874, Doha, Qatar.
Physical Chemistry Chemical Physics : PCCP
|October 7, 2016
Summary
Cyclohexane and benzene exhibit stronger stacking interactions than benzene dimers, revealing the significance of aliphatic-aromatic interactions in molecular behavior.
Area of Science:
- Physical Chemistry
- Crystallography
- Computational Chemistry
Background:
- Understanding non-covalent interactions is crucial in chemistry.
- Aliphatic-aromatic interactions play a role in molecular assembly.
Purpose of the Study:
- To investigate stacking interactions between cyclohexane and benzene.
- To quantify the strength of these aliphatic-aromatic interactions.
Main Methods:
- Analysis of crystal structures from the Cambridge Structural Database.
- High-level ab initio calculations using the CCSD(T)/CBS method.
Main Results:
- Cyclohexane-benzene interaction energy calculated at -3.27 kcal mol⁻¹.
- This interaction is significantly stronger than the benzene dimer interaction (-2.84 kcal mol⁻¹).
Conclusions:
- Aliphatic-aromatic interactions are important and can be stronger than aromatic-aromatic interactions.
- The findings provide insights into molecular recognition and crystal engineering.
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