A Unified Mechanism on the Formation of Acenes, Helicenes, and Phenacenes in the Gas Phase

Autor: Long Zhao, Ralf I. Kaiser, Bo Xu, Utuq Ablikim, Musahid Ahmed, Mikhail M. Evseev, Eugene K. Bashkirov, Valeriy N. Azyazov, Alexander M. Mebel
Rok vydání: 2020
Předmět:
Zdroj: Angewandte Chemie (International ed. in English), vol 59, iss 10
ISSN: 1521-3757
0044-8249
Popis: A unified low-temperature reaction mechanism on the formation of acenes, phenacenes, and helicenes-polycyclic aromatic hydrocarbons (PAHs) that are distinct via the linear, zigzag, and ortho-condensed arrangements of fused benzene rings-is revealed. This mechanism is mediated through a barrierless, vinylacetylene mediated gas-phase chemistry utilizing tetracene, [4]phenacene, and [4]helicene as benchmarks contesting established ideas that molecular mass growth processes to PAHs transpire at elevated temperatures. This mechanism opens up an isomer-selective route to aromatic structures involving submerged reaction barriers, resonantly stabilized free-radical intermediates, and systematic ring annulation potentially yielding molecular wires along with racemic mixtures of helicenes in deep space. Connecting helicene templates to the Origins of Life ultimately changes our hypothesis on interstellar carbon chemistry.
Databáze: OpenAIRE