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Title:SULFUR HYDROGEN BONDING IN THE OLIGOMERS OF AROMATIC THIOLS
Author(s):Juanes, Marcos
Contributor(s):Fernández, José A.; Lesarri, Alberto ; Saragi, Rizalina Tama
Subject(s):Mini-symposium: Non-covalent Interactions
Abstract:\begin{wrapfigure}{l}{0pt} \includegraphics[scale=0.3]{Image2.eps} \end{wrapfigure} Following previous experiments on sulfur hydrogen bonding\footnote{M. Juanes, A. Lesarri, R. Pinacho, E. Charro, J. E. Rubio, L. Enríquez, M. Jaraíz, \textit{Chem. Eur. J.}, \textbf{2018}, 24, 6564} we have observed several oligomers of the aromatic thiols thiophenol, phenylmethanethiol and 2-phenylethanethiol in a jet-cooled expansion using broadband (chirped-pulsed) microwave spectroscopy (2-8 GHz).The homodimers of the three aromatic thiols are primarily stabilized by S-H $\cdot$$\cdot$$\cdot$ S hydrogen bonds and other weak interactions. The phenylmethanethiol and 2-phenylethanethiol dimers exhibit additional combinations of S-H $\cdot$$\cdot$$\cdot$ $\pi$, C-H $\cdot$$\cdot$$\cdot$ $\pi$ or C-H $\cdot$$\cdot$$\cdot$ S interactions, while the two phenyl rings in the thiophenol dimer are stacked, displaying a $\pi$-$\pi$ interaction. A single symmetric-top isomer of the thiophenol trimer has been observed, characterized by a C$_{3}$ symmetry topologically equivalent to that observed in the phenol\footnote{N. A. Seifert, A. L. Steber, J. L. Neill, C. Pérez, D. P. Zaleski, B. H. Pate, A. Lesarri, \textit{Phys. Chem. Chem. Phys.}, \textbf{2013}, 15, 11468} and aniline\footnote{C. Pérez, I. León, A. Lesarri, B. H. Pate, R. Martínez, Judith Millán, J. A. Fernández, \textit{Angew. Chem. Int. Ed.}, \textbf{2018}, 57, 15112} trimers. The trimer structure combines S-H $\cdot$$\cdot$$\cdot$ S hydrogen bonds and C-H $\cdot$$\cdot$$\cdot$ $\pi$ interactions. Accurate rotational parameters and supporting ab initio and DFT calculations will be reported at the symposium.
Issue Date:2019-06-18
Publisher:International Symposium on Molecular Spectroscopy
Genre:Conference Paper / Presentation
Type:Text
Language:English
URI:http://hdl.handle.net/2142/104421
DOI:10.15278/isms.2019.TB03
Rights Information:Copyright 2019 Marcos Juanes
Date Available in IDEALS:2019-07-15
2020-01-25


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