Do N-heterocyclic aromatic rings prefer pi-stacking?
DSpace at IIT Bombay
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Title |
Do N-heterocyclic aromatic rings prefer pi-stacking?
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Creator |
GUIN, M
PATWARI, GN KARTHIKEYAN, S KIM, KS |
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Subject |
DOUBLE-RESONANCE SPECTROSCOPY
ULTRAVIOLET DOUBLE-RESONANCE POTENTIAL-ENERGY SURFACE AB-INITIO LIMIT BASIS-SET LIMIT BENZENE DIMER NONCOVALENT INTERACTIONS THERMOCHEMICAL KINETICS MOLECULAR RECOGNITION DENSITY FUNCTIONALS |
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Description |
The IR-UV double resonance spectroscopy of phenylacetylene complexes with triazine, pyrazine and pyridine in the acetylene C-H group of phenylacetylene was investigated. These spectra indicate that in the complexes of triazine, pyrazine and pyridine the acetylenic group is minimally perturbed and the predominant interaction is with the pi electron density of the phenyl ring of phenylacetylene. Geometries of the complexes optimized at M06-2X/aug-cc-pVDZ and MP2/aug-cc-pVDZ levels, combined with highly accurate energy calculations at the complete basis set (CBS) limit of CCSD(T), indicate the formation of pi-stacked complexes in all the three cases. Additionally, a C-H center dot center dot center dot N hydrogen-bonded complex between pyridine and phenylacetylene was also observed. The present results indicate that N-heterocyclic aromatic rings favor formation of pi-stacked complexes.
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Publisher |
ROYAL SOC CHEMISTRY
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Date |
2012-06-26T09:12:19Z
2012-06-26T09:12:19Z 2011 |
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Type |
Article
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Identifier |
PHYSICAL CHEMISTRY CHEMICAL PHYSICS,13(13)5514-5525
1463-9076 http://dx.doi.org/10.1039/c0cp02015j http://dspace.library.iitb.ac.in/jspui/handle/100/14269 |
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Language |
English
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