Spectroscopic Characterization Of <i>e</i>- And <i>z</i>-phenylmethanimine

Melli, Alessio

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https://hdl.handle.net/2142/111226 Copy

Description

Title

Spectroscopic Characterization Of e- And z-phenylmethanimine

Author(s)

Melli, Alessio

Contributor(s)

• Puzzarini, Cristina
• Dore, Luca
• Melosso, Mattia
• Grabow, Jens-Uwe
• Lengsfeld, Kevin G.
• Herbers, Sven
• Barone, Vincenzo
• Spada, Lorenzo

Issue Date

2021-06-24

Keyword(s)

Rotational structure/frequencies

Abstract

\begin{wrapfigure}{r}{0pt} \includegraphics[width=0.28\textwidth,trim={8.5cm 2.2cm 8.5cm 2.2cm},clip]{1.eps} \end{wrapfigure} The two isomers (\textit E and \textit Z) of the aromatic imine phenylmethanimine (PMI) have been investigated by means of a multidisciplinary approach involving organic synthesis, nuclear magnetic resonance and rotational spectroscopy, supported and guided by computational chemistry. The choice of this molecule has been driven by its twofold relevance in chemistry, in the fields of organic synthesis and astrochemistry. To face both aspects, an accessible synthetic approach to generate stable imine-intermediates in the gas phase and in solution has been introduced. Exploiting this formation pathway (which is based on the thermal decomposition of hydrobenzamide, HBA) and thanks to a state-of-the-art computational characterization of PMI, we laid the foundation for its first laboratory observation by means of rotational spectroscopy. At first, the 3-26\,GHz range has been investigated for \textit E- and \textit Z-PMI using a Fourier-transform microwave spectrometer. Successively, the measurements have been extended in the 83-100\,GHz range for \textit E-PMI exploiting a frequency-modulation millimeter-wave spectrometer. Both isomers have been accurately characterized, thus providing a reliable basis to guide future astronomical observations. Furthermore, the feasibility of this synthetic approach in solution has been assessed by nuclear magnetic resonance spectroscopy. Finally, the temperature dependence as well as possible mechanisms of the thermolysis process have been examined exploiting both NMR and rotational spectroscopy techinques.

Publisher

International Symposium on Molecular Spectroscopy

Type of Resource

Text

Language

eng

Permalink

http://hdl.handle.net/2142/111226

DOI

10.15278/isms.2021.RA08

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