190-84-1Relevant articles and documents
Thermal cyclodehydrogenations to form 6-membered rings: Cyclizations of [5]helicenes
Xiang, Xue,Scott, Lawrence T.
, p. 3937 - 3940 (2007)
Flash vacuum pyrolysis (FVP) of [5]helicene induces a thermal cyclodehydrogenation to form benzo[ghi]perylene. Evidence is presented that supports an electrocyclization-rearomatization mechanism and is inconsistent with mechanistic alternatives involving the intermediacy of aryl radicals or carbenes in the helicene fjord region.
Gas-phase Diels-Alder cycloaddition of benzyne to an aromatic hydrocarbon bay region: Groundwork for the selective solvent-free growth of armchair carbon nanotubes
Fort, Eric H.,Scott, Lawrence T.
, p. 2051 - 2053 (2011)
Benzyne, generated in the gas phase by pyrolysis of phthalic anhydride, has been shown to undergo Diels-Alder cycloaddition to the bay region of perylene, a typical polycyclic aromatic hydrocarbon, under solvent-free conditions in a high temperature flow system. The initial cycloadduct spontaneously loses two hydrogen atoms, thereby rearomatizing to give naphtho[1,2,3,4-ghi]perylene. Analogous Diels-Alder cycloadditions of benzyne to bay regions on the rims of suitable cylindrical hydrocarbon templates, when followed by rearomatizations and thermal cyclodehydrogenations to join adjacent benzo groups, are proposed as key steps for a directed chemical synthesis of uniform diameter armchair carbon nanotubes.
Oxidative Intramolecular C-C Bond Formation Reactions of 1,2-Diarylbenzenes: Syntheses of Highly Conjugated Double-Bridged Polycyclic Aromatic Hydrocarbons
Islam, Md. Rafikul,Nishinaga, Tohru,Hirabayashi, Kazunori,Shimizu, Toshio,Sugiura, Ken-Ichi
, p. 383 - 392 (2021/10/05)
Oxidation reactions of 1,2-diarylbenzenes induce intramolecular C-C bond formation. The substrates studied were prepared by the stepwise Suzuki-Miyaura coupling reaction that introduced 2-naphthyl, 2-anthranyl, and 2-pyrenyl groups on the ortho -positions
