A Journey from Thermally Tunable Synthesis to Spectroscopy of Phenylmethanimine in Gas Phase and Solution.
NMR spectroscopy
astrochemistry
computational chemistry
rotational spectroscopy
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
20 Nov 2020
20 Nov 2020
Historique:
received:
23
07
2020
pubmed:
28
7
2020
medline:
28
7
2020
entrez:
28
7
2020
Statut:
ppublish
Résumé
Phenylmethanimine is an aromatic imine with a twofold relevance in chemistry: organic synthesis and astrochemistry. To tackle both aspects, a multidisciplinary strategy has been exploited and a new, easily accessible synthetic approach to generate stable imine-intermediates in the gas phase and in solution has been introduced. The combination of this formation pathway, based on the thermal decomposition of hydrobenzamide, with a state-of-the-art computational characterization of phenylmethanimine laid the foundation for its first laboratory observation by means of rotational electric resonance spectroscopy. Both E and Z isomers have been accurately characterized, thus providing a reliable basis to guide future astronomical observations. A further characterization has been carried out by nuclear magnetic resonance spectroscopy, showing the feasibility of this synthetic approach in solution. The temperature dependence as well as possible mechanisms of the thermolysis process have been examined.
Identifiants
pubmed: 32717136
doi: 10.1002/chem.202003270
pmc: PMC7756512
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
15016-15022Subventions
Organisme : Ministero dell'Istruzione, dell'Università e della Ricerca
ID : 2015F59J3R
Organisme : Ministero dell'Istruzione, dell'Università e della Ricerca
ID : 2017A4XRCA
Organisme : Agenzia Spaziale Italiana
ID : 2019-3-U.0
Organisme : Deutsche Forschungsgemeinschaft
ID : GR-1344
Informations de copyright
© 2020 The Authors. Published by Wiley-VCH GmbH.
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