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Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Cooperative Hydrogen Bonding, Molecular Electrostatic Potentials, and Spectral Characteristics of Partial
Dipali N Lande1, Shridhar P Gejji1
1Department of Chemistry, Savitribai Phule Pune University , 411 007 Pune, India.
Abstract:
Structure and spectral characteristics of the 2,14-dithiacalix[4]arene and its homooxa derivatives are obtained employing the dispersion-corrected ωB97X-D-based density functional theory. The conformational behavior of these receptors is governed by the nature and number of substituents at the bridging positions. The partial thia-substituted calix[4]arene scaffolds reveal the electron-rich regions reside near heteroatoms which emerge with deeper minima in molecular electrostatic potential topography. Underlying cooperativity of intramolecular hydrogen bonding manifests in characteristic OH vibrations of their infrared spectra. Moreover, the (1)H NMR reveals that hydrogen-bonded protons are deshielded, unlike those from tertiary butyl substituents. These inferences are in agreement with the experimental data.
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