65492-95-7Relevant academic research and scientific papers
A synthetic approach to benanomicin A. 1. Synthesis of 5,6-dihydrobenzo[a] naphthacenequinone
Hirosawa, Sehei,Nishizuka, Toshio,Kondo, Shinichi,Ikeda, Daishiro,Takeuchi, Tomio
, p. 685 - 689 (1997)
5,6-Dihydrobenzo[a] naphthacenequinone has been constructed by DIELS-ALDER reaction of an outer-ring diene with a naphthoquinone regioselectively. Similarly, the 14-hydroxy-5,6-dihydrobenzo[a] naphthacenequinone has also been synthesized via the reaction of vinylketene acetal with naphthoquinone.
A Free-Radical Prompted Barrierless Gas-Phase Synthesis of Pentacene
Ahmed, Musahid,Azyazov, Valeriy N.,Bashkirov, Eugene K.,Bettinger, Holger F.,Evseev, Mikhail M.,Kaiser, Ralf I.,Lu, Wenchao,Mebel, Alexander M.,Reicherter, Florian,T?nshoff, Christina,Zhao, Long
, p. 11334 - 11338 (2020/05/16)
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 (C18H11.) 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.
