Gas-phase identification of (Z)-1,2-ethenediol, a key prebiotic intermediate in the formose reaction

Autor: Mattia Melosso, Luca Bizzocchi, Houda Gazzeh, Francesca Tonolo, Jean-Claude Guillemin, Silvia Alessandrini, Víctor M. Rivilla, Luca Dore, Vincenzo Barone, Cristina Puzzarini
Přispěvatelé: Melosso, M., Bizzocchi, L., Gazzeh, H., Tonolo, F., Guillemin, J. -C., Alessandrini, S., Rivilla, V. M., Dore, L., Barone, V., Puzzarini, C., Alma Mater Studiorum Università di Bologna [Bologna] (UNIBO), University of Naples Federico II = Università degli studi di Napoli Federico II, Scuola Normale Superiore di Pisa (SNS), Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université de Monastir - University of Monastir (UM), Istituto Nazionale di Astrofisica (INAF)
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Chemical Communications
Chemical Communications, 2022, 58 (16), pp.2750-2753. ⟨10.1039/d1cc06919e⟩
ISSN: 1359-7345
1364-548X
DOI: 10.1039/d1cc06919e⟩
Popis: International audience; Prebiotic sugars are thought to be formed on primitive Earth by the formose reaction. However, their formation is not fully understood and it is plausible that key intermediates could have formed in extraterrestrial environments and subsequently delivered on early Earth by cometary bodies. 1,2-Ethenediol, the enol form of glycolaldehyde, represents a highly reactive intermediate of the formose reaction and is likely detectable in the interstellar medium. Here, we report the identification and first characterization of (Z)-1,2-ethenediol by means of rotational spectroscopy. The title compound has been produced in the gas phase by flash vacuum pyrolysis of bis-exo-5-norbornene-2,3-diol at 750 degrees C, through a retro-Diels-Alder reaction. The spectral analysis was guided by high-level quantum-chemical calculations, which predicted spectroscopic parameters in very good agreement with the experiment. Our study provides accurate spectral data to be used for searches of (Z)-1,2-ethenediol in the interstellar space.
Databáze: OpenAIRE
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