Hydrogen bonding in the monohydrates and homodimers of cyclohexylamine and cyclohexanethiol

Juanes, Marcos

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https://hdl.handle.net/2142/104322 Copy

Description

Title

Hydrogen bonding in the monohydrates and homodimers of cyclohexylamine and cyclohexanethiol

Author(s)

Juanes, Marcos

Contributor(s)

• Grabow, Jens-Uwe
• Obenchain, Daniel A.
• Evangelisti, Luca
• Rubio, José Emiliano
• Pinacho, Ruth
• Lesarri, Alberto
• Saragi, Rizalina Tama

Issue Date

2019-06-20

Keyword(s)

Non-covalent interactions

Abstract

\begin{wrapfigure}{r}{0pt} \includegraphics[scale=0.3]{Image1.eps} \end{wrapfigure} Following previous investigation of the monohydrate\footnote{M. Juanes, W. Li, L. Spada, L. Evangelisti, A. Lesarri, W. Caminati, \textit{Phys.Chem.Chem.Phys.}, \textbf{2019}, 21, 3676.} and homodimer of cyclohexanol\footnote{M. Juanes, I. Le\'{o}n, R. Pinacho, J. E. Rubio, W. Li, L. Evangelisti, W. Caminati, A. Lesarri, Comm. WK09, 73rd ISMS (Urbana-Champaign), \textbf{2018}.}, we have examined the non-covalent interactions in the saturated six-membered rings of cyclohexylamine (CA) and cyclohexanethiol (CT), using chirped-pulsed and cavity Fourier-transform microwave spectroscopy (2-18 GHz). Water behaves as proton donor to both CA and CT, generating two isomers in CT $\cdot$$\cdot$$\cdot$ H$_{2}$O (equatorial-gauche and equatorial-trans) and a single isomer in CA $\cdot$$\cdot$$\cdot$ H$_{2}$O (equatorial gauche-trans). Torsional splittings were observed for CT $\cdot$$\cdot$$\cdot$ H$_{2}$O, while nuclear quadrupole coupling effects were resolved for CA $\cdot$$\cdot$$\cdot$ H$_{2}$O. The predicted hydrogen bond distances in the hydrated amine and thiol are enlarged with respect to the alcohol (r$_{O H}$$_{\cdot}$$_{\cdot}$$_{\cdot}$$_{S}$)=2.47{\AA} and (r$_{O-H}$$_{\cdot}$$_{\cdot}$$_{\cdot}$$_{N}$)=1.91{\AA} vs (r$_{O-H}$$_{\cdot}$$_{\cdot}$$_{\cdot}$$_{O}$)=1.88{\AA}). Work on the CA$_{2}$ and CT$_{2}$ dimers will also be reported. In these dimers the hydrogen bonds are characterized by r$_{O-H}$$_{\cdot}$$_{\cdot}$$_{\cdot}$$_{O}$=1.88{\AA} and r$_{O-H}$$_{\cdot}$$_{\cdot}$$_{\cdot}$$_{N}$=1.91 \AA. Rotational data and supporting ab initio calculations will be presented for the investigated species.

Publisher

International Symposium on Molecular Spectroscopy

Type of Resource

text

Language

eng

Permalink

http://hdl.handle.net/2142/104322

DOI

https://doi.org/10.15278/isms.2019.RH04

Copyright and License Information

Copyright 2019 Marcos Juanes

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