Formation of Benzene and Naphthalene through Cyclopentadienyl-Mediated Radical-Radical Reactions

Resonantly stabilized free radicals (RSFRs) have been contemplated as fundamental molecular building blocks and reactive intermediates in molecular mass growth processes leading to polycyclic aromatic hydrocarbons (PAHs) and carbonaceous nanoparticles on Earth and in deep space. By combining molecular beams and computational fluid dynamics simulations, we provide compelling evidence on the formation of benzene via the cyclopentadienyl-methyl reaction and of naphthalene through the cyclopentadienyl self-reaction, respectively. These systems offer benchmarks for the conversion of a five-membered ring to the 6p-aromatic (benzene) and the generation of the simplest 10p-PAH (naphthalene) at elevated temperatures. These results uncover molecular mass growth processes from the bottom up via RSFRs in high temperature circumstellar environments and combustion systems expanding our fundamental knowledge of the organic, hydrocarbon chemistry in our universe.

Automated summary

Resonantly stabilized free radicals are considered fundamental molecular building blocks in the formation of polycyclic aromatic hydrocarbons and carbonaceous nanoparticles. Research has shown the formation of benzene and naphthalene through specific reactions at elevated temperatures, providing important insights into organic hydrocarbon chemistry in high temperature circumstellar environments and combustion systems.