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

0537466 - BFÚ 2021 RIV DE eng J - Journal Article
Bizzarri, B.M. - Manini, P. - Lino, V. - D'Ischia, M. - Kapralov, M. - Krasavin, E. - Mráziková, Klaudia - Šponer, Jiří - Šponer, Judit E. - Di Mauro, E. - Saladino, R.
High-Energy Proton-Beam-Induced Polymerization/Oxygenation of Hydroxynaphthalenes on Meteorites and Nitrogen Transfer from Urea: Modeling Insoluble Organic Matter?
Chemistry - A European Journal. Roč. 26, č. 65 (2020), s. 14919-14928. ISSN 0947-6539. E-ISSN 1521-3765
Institutional support: RVO:68081707
Keywords : ultraviolet-irradiation * aromatic-hydrocarbons * naphthalene * chondrites * mechanism * formamide
OECD category: Inorganic and nuclear chemistry
Impact factor: 5.236, year: 2020
Method of publishing: Limited access
https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/chem.202002318

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.
Permanent Link: http://hdl.handle.net/11104/0315261