Gas-phase preparation of azulene (C₁₀H₈) and naphthalene (C₁₀H₈) via the reaction of the resonantly stabilized fulvenallenyl and propargyl radicals.

ABSTRACT: Synthetic routes to the 10π Hückel aromatic azulene (C₁₀H₈) molecule, the simplest polycyclic aromatic hydrocarbon carrying an adjacent five- and seven-membered ring, have been of fundamental importance due to the role of azulene - a structural isomer of naphthalene - as an essential molecular building block of saddle-shaped carbonaceous nanostructures such as curved nanographenes and nanoribbons. Here, we report on the very first gas phase preparation of azulene by probing the gas-phase reaction between two resonantly stabilized radicals, fulvenallenyl and propargyl , in a molecular beam through isomer-resolved vacuum ultraviolet photoionization mass spectrometry. Augmented by electronic structure calculations, the novel Fulvenallenyl Addition Cyclization Aromatizati

SUBMITTER: Li W 

PROVIDER: S-EPMC10510771 | biostudies-literature | 2023 Sep

REPOSITORIES: biostudies-literature