A Free-Radical Prompted Barrierless Gas-Phase Synthesis of Pentacene Article

Zhao, L, Kaiser, RI, Lu, W et al. (2020). A Free-Radical Prompted Barrierless Gas-Phase Synthesis of Pentacene . ADVANCED MATERIALS, 132(28), 11430-11434. 10.1002/ANGE.202003402

cited authors

  • Zhao, L; Kaiser, RI; Lu, W; Ahmed, M; Evseev, MM; Bashkirov, EK; Azyazov, VN; Tönshoff, C; Reicherter, F; Bettinger, HF; Mebel, AM


  • A representative, low-temperature gas-phase reaction mechanism synthesizing polyacenes via ring annulation exemplified by the formation of pentacene (C22H14) along with its benzo[a]tetracene isomer (C22H14) is unraveled by probing the elementary reaction of the 2-tetracenyl radical (C18H.11) with vinylacetylene (C4H4). The pathway to pentacene—a prototype polyacene and a fundamental molecular building block in graphenes, fullerenes, and carbon nanotubes—is facilitated by a barrierless, vinylacetylene mediated gas-phase process thus disputing conventional hypotheses that synthesis of polycyclic aromatic hydrocarbons (PAHs) solely proceeds at elevated temperatures. This low-temperature pathway can launch isomer-selective routes to aromatic structures through submerged reaction barriers, resonantly stabilized free-radical intermediates, and methodical ring annulation in deep space eventually changing our perception about the chemistry of carbon in our universe.

publication date

  • January 1, 2020

published in

Digital Object Identifier (DOI)

start page

  • 11430

end page

  • 11434


  • 132


  • 28