C-N vs. C-C bond photodissociation in N-(tert-butyldiphenylmethyl)aniline
| dc.contributor.author | Garas, S. | en |
| dc.contributor.author | Siskos, M. G. | en |
| dc.contributor.author | Zarkadis, A. K. | en |
| dc.date.accessioned | 2015-11-24T16:53:55Z | |
| dc.date.available | 2015-11-24T16:53:55Z | |
| dc.identifier.issn | 1110-662X | - |
| dc.identifier.uri | https://olympias.lib.uoi.gr/jspui/handle/123456789/10087 | |
| dc.rights | Default Licence | - |
| dc.subject | laser flash-photolysis | en |
| dc.subject | aqueous-solution | en |
| dc.subject | aromatic-amines | en |
| dc.subject | photoionization mechanism | en |
| dc.subject | arylmethyl radicals | en |
| dc.subject | aniline derivatives | en |
| dc.subject | product analysis | en |
| dc.subject | photochemistry | en |
| dc.subject | triphenylmethyl | en |
| dc.subject | state | en |
| dc.title | C-N vs. C-C bond photodissociation in N-(tert-butyldiphenylmethyl)aniline | en |
| heal.abstract | The direct photolysis of the title aniline compound Ph-2(Me3C)C-NHPh in acetonitrile with 248 nm laser light results in the dissociation of the C-N bond giving the corresponding (tert-Bu) diphenylmethyl radical 1a(.) and the anilino radical PhNH. detectable by ns-laser flash photolysis (LFP) and ESR spectroscopy. The same radical 1a(.) is also produced from the corresponding (tert-Bu) diphenylmethyl chloride Ph-2(Me3C) C-Cl either photolytically in MeCN through C-Cl bond homolysis or pulse radiolytically in THF; the (tert-Bu) diphenylmethyl cation is also detected, however, at sorter time scales because of its high reactivity in the solvent MeCN. At higher laser pulse intensities the radical 1a(.) is reexcited by a second photon leading through electrocyclization to the 4a, 4b-dihydro-9-tert-butylfluorenyl radical (DHBF.) and finally to fluorenyl products. Product analyses of steady state photolyses using GC and GC-MS gave as principal products (tert-Bu) diphenylmethane, aniline and various 9-substituted fluorenyl derivatives, corroborating further the primary C-N bond cleavage and the formation of the radicals 1a(.) and PhNH.. Other conceivable dissociation pathways leading to the C-CMe3 or N-H bond rupture were not observed. | en |
| heal.access | campus | - |
| heal.fullTextAvailability | TRUE | - |
| heal.identifier.primary | Doi 10.1155/S1110662x04000303 | - |
| heal.identifier.secondary | <Go to ISI>://000222779200013 | - |
| heal.identifier.secondary | http://downloads.hindawi.com/journals/ijp/2004/807345.pdf | - |
| heal.journalName | International Journal of Photoenergy | en |
| heal.journalType | peer reviewed | - |
| heal.language | en | - |
| heal.publicationDate | 2004 | - |
| heal.publisher | Hindawi Publishing Corporation | en |
| heal.recordProvider | Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας | el |
| heal.type | journalArticle | - |
| heal.type.el | Άρθρο Περιοδικού | el |
| heal.type.en | Journal article | en |
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