The propargylbenzene dimer: C-H···π assisted π-π stacking

Physical Chemistry Chemical Physics : PCCP
Aniket KunduG Naresh Patwari

Abstract

The propargylbenzene dimer was investigated using mass selected electronic and infrared spectroscopy in combination with quantum chemical calculations. The IR spectrum in the acetylenic C-H stretching region indicates that the two propargylbenzene units in the dimer are in an almost identical environment. The stabilization energies calculated at various levels of theory predict that the anti-parallel structure is the most stable isomer. The observed spectra are assigned to π-stacked structures which incorporate C-H···π interaction. The symmetry-adapted perturbation theory (SAPT) based energy decomposition analysis reveals that electrostatics contributes around 35% while the rest is due to dispersion. Comparison with the phenylacetylene and toluene dimers indicates that the higher stabilization energy of the PrBz dimer can be attributed to the synergy between the π-π stacking and C-H···π interactions.

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Citations

Jul 5, 2016·Physical Chemistry Chemical Physics : PCCP·N RamanathanK Sundararajan
Apr 14, 2017·The Journal of Physical Chemistry. a·Sohidul Islam MondalG Naresh Patwari
Jan 5, 2019·Journal of Molecular Modeling·Renato P OrenhaSérgio E Galembeck
Jul 4, 2017·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Joanna Szala-BilnikTristan G A Youngs
Jan 29, 2021·The Journal of Physical Chemistry Letters·Rizalina Tama SaragiAlberto Lesarri
Apr 21, 2021·Physical Chemistry Chemical Physics : PCCP·Aditya G RaoIgor Schapiro
Jul 20, 2021·ACS Omega·Aniket KunduG Naresh Patwari
Nov 3, 2017·The Journal of Physical Chemistry. a·N RamanathanK Sundararajan
Jun 13, 2020·The Journal of Physical Chemistry. a·Saumik SenG Naresh Patwari
Aug 19, 2020·The Journal of Physical Chemistry. a·Aniket KunduG Naresh Patwari

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