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• W2319236682 endingPage "6214" @default.
• W2319236682 startingPage "6208" @default.
• W2319236682 abstract "The cyclopentazole anion (cyclo-N5(-)), calculated to be a stable species, was prepared in the gas phase but attempts to synthesize it in the bulk have so far been futile. An aryl pentazole radical anion was suggested as a promising precursor in the gas phase. It is shown computationally that the radical anion (which may be prepared by reduction of the phenyl pentazole neutral) may indeed be used to form the cyclopetazolate anion in the gas phase and in liquid solution, alongside and in competition with the extrusion of N2 to produce the corresponding azide. In the gas phase, the C-N dissociation yields are very low due to much more efficient detachment of an electron. In polar solvents, ionization is suppressed and the primary yields of the two competing reactions are similar. The reaction must be carried out at low temperatures and special measures have to be taken to avoid recombination of the nascent cyclo-N5(-) with the geminate phenyl radical. A possible remedy is to use a solvent that reacts efficiently with the phenyl radical by H atom transfer." @default.
• W2319236682 created "2016-06-24" @default.
• W2319236682 creator A5022249320 @default.
• W2319236682 creator A5054353824 @default.
• W2319236682 date "2016-04-12" @default.
• W2319236682 modified "2023-10-13" @default.
• W2319236682 title "Preparation of the Cyclopentazole Anion in the Bulk: A Computational Study" @default.
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• W2319236682 doi "https://doi.org/10.1021/acs.jpcb.6b02228" @default.
• W2319236682 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/27028051" @default.
• W2319236682 hasPublicationYear "2016" @default.
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