Novel Chemical Pathways for the Formation of Nucleobase Precursors via Benzene π-Bond Addition to HCN

Fuente: arXiv
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Autores principales: Yang, Jeehyun, Adams, Danica J., Hu, Renyu, Yung, Yuk L.
Formato: Preprint
Publicado: 2026
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author Yang, Jeehyun
Adams, Danica J.
Hu, Renyu
Yung, Yuk L.
author_facet Yang, Jeehyun
Adams, Danica J.
Hu, Renyu
Yung, Yuk L.
contents We propose a simple and efficient pathway for the formation of precursors to core nucleobases in DNA and RNA using a suite of computational chemistry methods. Benzene, which is thermochemically stable in N2- or CO2-dominated atmospheres, could have formed via upper-atmospheric photochemistry or surface lightning and accumulated on the early Earth or Mars. However, nitrogen insertion into the benzene ring to form pyrimidine and purine is widely considered to be challenging. We propose that nitrogen incorporation occurred through HCN 1,4-cycloaddition to benzene's π-system, followed by a C2H2 fragmentation mechanism, as confirmed by quantum chemistry calculations. This pathway, potentially facilitated by photochemistry at the ocean surface or episodic impact events on local reservoirs, can lead to pyrimidine formation, which can further react with NH3 and HCN to produce purine. Extending this pathway to early Mars, our photochemical model simulates heterocyclic compound formation under cold, dry surface conditions that favor high benzene and HCN concentrations but lack liquid water. We thus propose that organics formed during dry phases may have later dissolved into surface waters during wet phases and become concentrated as ocean sediments. This result supports Mars Sample Return efforts focused on ancient aqueous environments likely to retain prebiotic signatures.
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id arxiv_https___arxiv_org_abs_2605_00035
institution arXiv
publishDate 2026
record_format arxiv
spellingShingle Novel Chemical Pathways for the Formation of Nucleobase Precursors via Benzene π-Bond Addition to HCN
Yang, Jeehyun
Adams, Danica J.
Hu, Renyu
Yung, Yuk L.
Chemical Physics
Earth and Planetary Astrophysics
We propose a simple and efficient pathway for the formation of precursors to core nucleobases in DNA and RNA using a suite of computational chemistry methods. Benzene, which is thermochemically stable in N2- or CO2-dominated atmospheres, could have formed via upper-atmospheric photochemistry or surface lightning and accumulated on the early Earth or Mars. However, nitrogen insertion into the benzene ring to form pyrimidine and purine is widely considered to be challenging. We propose that nitrogen incorporation occurred through HCN 1,4-cycloaddition to benzene's π-system, followed by a C2H2 fragmentation mechanism, as confirmed by quantum chemistry calculations. This pathway, potentially facilitated by photochemistry at the ocean surface or episodic impact events on local reservoirs, can lead to pyrimidine formation, which can further react with NH3 and HCN to produce purine. Extending this pathway to early Mars, our photochemical model simulates heterocyclic compound formation under cold, dry surface conditions that favor high benzene and HCN concentrations but lack liquid water. We thus propose that organics formed during dry phases may have later dissolved into surface waters during wet phases and become concentrated as ocean sediments. This result supports Mars Sample Return efforts focused on ancient aqueous environments likely to retain prebiotic signatures.
title Novel Chemical Pathways for the Formation of Nucleobase Precursors via Benzene π-Bond Addition to HCN
topic Chemical Physics
Earth and Planetary Astrophysics
url https://arxiv.org/abs/2605.00035