Noncovalent interactions of aromatic heterocycles: rotational spectroscopy and theoretical calculations of the
Tingting Yang1, Yugao Xu1, Zhen Wang1
1School of Chemistry and Chemical Engineering, Chongqing Key Laboratory of Theoretical and Computational Chemistry, Chongqing University, Daxuecheng South Rd. 55, 401331, Chongqing, China. fengg@cqu.edu.cn.
Abstract:
The complexes of thiazole with CF4 and SF6 have been investigated by Fourier transform microwave spectroscopy and quantum chemical calculations. One rotational spectrum was observed for the thiazole-CF4 complex. Experiments and theoretical computations confirmed that the observed structure of thiazole-CF4 is primarily formed due to N⋯CCF interaction with the C atom of CF4 located in the plane of the thiazole ring. The rotational transitions of thiazole-CF4 exhibit A/E torsional splitting induced by the internal rotation of the -CF3 top. The potential barrier of the -CF3 internal rotation is 0.2411(1) kJ mol-1, consistent with the calculated value (∼0.3 kJ mol-1). For the thiazole-SF6 complex, one conformer with SF6 located above the thiazole ring is detected. The observed structure of thiazole-SF6 is mainly stabilized by van der Waals interactions. The energy decomposition analysis reveals that the electrostatics and dispersion are the dominant attractive contributions to the formation of thiazole-CF4 and thiazole-SF6 dimers, whereas the weight of the dispersion term becomes more significant in the thiazole-SF6 complex compared to that of the thiazole-CF4 complex.
More Related Videos
09:35Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
10:52Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex
Published on: July 27, 2022
Related Concept Videos
NMR Spectroscopy of Aromatic Compounds
π Electron Effects on Chemical Shift: Aromatic and Antiaromatic Compounds
Five-Membered Heterocyclic Aromatic Compounds: Overview
Frost Circles for Different Conjugated Systems
Aromatic Hydrocarbon Anions: Structural Overview
Due to the absence of continuous...
Criteria for Aromaticity and the Hückel 4n + 2 Rule
For the first time, Eric Hückel, a German chemical physicist, derived a set of structural features for a compound to be classified as aromatic. This is now known as...
