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High-Energy Proton-Beam-Induced Polymerization/Oxygenation of Hydroxynaphthalenes on Meteorites and Nitrogen Transfer from Urea: Modeling Insoluble Organic Matter?

Authors :
Bizzarri BM
Manini P
Lino V
d'Ischia M
Kapralov M
Krasavin E
Mráziková K
Šponer J
Šponer JE
Di Mauro E
Saladino R
Source :
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2020 Nov 20; Vol. 26 (65), pp. 14919-14928. Date of Electronic Publication: 2020 Oct 16.
Publication Year :
2020

Abstract

Formation and structural modification of oxygenated polycyclic aromatic hydrocarbons (oxyPAHs) by UV irradiation on minerals have recently been proposed as a possible channel of PAH transformation in astrochemical and prebiotic scenarios of possible relevance for the origin of life. Herein, it is demonstrated that high-energy proton-beam irradiation in the presence of various meteorites, including stony iron, achondrite, and chondrite types, promotes the conversion of two representative oxyPAH compounds, 1-naphthol and 1,8-dihydroxynaphthalene, to complex mixtures of oxygenated and oligomeric derivatives. The main identified products include polyhydroxy derivatives, isomeric dimers encompassing benzofuran and benzopyran scaffolds, and, notably, a range of quinones and perylene derivatives. Addition of urea, a prebiotically relevant chemical precursor, expanded the range of identified species to include, among others, quinone diimines. Proton-beam irradiation of oxyPAH modulated by nitrogen-containing compounds such as urea is proposed as a possible contributory mechanism for the formation and processing of insoluble organic matter in meteorites and in prebiotic processes.<br /> (© 2020 Wiley-VCH GmbH.)

Details

Language :
English
ISSN :
1521-3765
Volume :
26
Issue :
65
Database :
MEDLINE
Journal :
Chemistry (Weinheim an der Bergstrasse, Germany)
Publication Type :
Academic Journal
Accession number :
32846019
Full Text :
https://doi.org/10.1002/chem.202002318