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Article: Time-resolved resonance Raman observation of the dimerization of didehydroazepines in solution

TitleTime-resolved resonance Raman observation of the dimerization of didehydroazepines in solution
Authors
Issue Date2008
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/jpca
Citation
Journal Of Physical Chemistry A, 2008, v. 112 n. 7, p. 1502-1510 How to Cite?
AbstractTime-resolved resonance Raman (TR 3) studies of the photochemistry of phenyl azide, 3-hyroxyphenyl azide, 3-methoxyphenyl azide and 3-nitrophenyl azide in acetonitrile:water solutions is reported. After photolysis of these four aryl azides in room temperature solutions, only one species was observed in the TR 3 spectra for each azide, respectively at the probe wavelengths employed in the TR 3 experiments. The species observed after photolysis of 3-nitrophenyl azide was assigned to 3,3′-dinitroazobenzene, an azo compound formed from the dimerization reaction of triplet 3-nitrophenylnitrene. In contrast, the species observed after photolysis of phenyl azide, 3-hydroxyphenyl azide and 3-methoxyphenyl azide were tentatively assigned to intermediates formed from the dimerization of didehydroazepines that are produced from the ring expansion reaction of the respective singlet arylnitrene. To our knowledge, this is the first time-resolved vibrational spectroscopic observation of the dimerization reaction of didehydroazepines in solution. In addition, these are the first resonance Raman spectra reported for dimers formed from didehydroazepines. We briefly discuss the structures, properties and chemical reactivity of the dimer species observed in the TR 3 spectra and possible implications for the photochemistry of aryl azides. © 2008 American Chemical Society.
Persistent Identifierhttp://hdl.handle.net/10722/168277
ISSN
2015 Impact Factor: 2.883
2015 SCImago Journal Rankings: 1.231
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorXue, Jen_US
dc.contributor.authorDu, Yen_US
dc.contributor.authorChuang, YPen_US
dc.contributor.authorPhillips, DLen_US
dc.contributor.authorWang, Jen_US
dc.contributor.authorLuk, Cen_US
dc.contributor.authorHadad, CMen_US
dc.contributor.authorPlatz, MSen_US
dc.date.accessioned2012-10-08T03:16:57Z-
dc.date.available2012-10-08T03:16:57Z-
dc.date.issued2008en_US
dc.identifier.citationJournal Of Physical Chemistry A, 2008, v. 112 n. 7, p. 1502-1510en_US
dc.identifier.issn1089-5639en_US
dc.identifier.urihttp://hdl.handle.net/10722/168277-
dc.description.abstractTime-resolved resonance Raman (TR 3) studies of the photochemistry of phenyl azide, 3-hyroxyphenyl azide, 3-methoxyphenyl azide and 3-nitrophenyl azide in acetonitrile:water solutions is reported. After photolysis of these four aryl azides in room temperature solutions, only one species was observed in the TR 3 spectra for each azide, respectively at the probe wavelengths employed in the TR 3 experiments. The species observed after photolysis of 3-nitrophenyl azide was assigned to 3,3′-dinitroazobenzene, an azo compound formed from the dimerization reaction of triplet 3-nitrophenylnitrene. In contrast, the species observed after photolysis of phenyl azide, 3-hydroxyphenyl azide and 3-methoxyphenyl azide were tentatively assigned to intermediates formed from the dimerization of didehydroazepines that are produced from the ring expansion reaction of the respective singlet arylnitrene. To our knowledge, this is the first time-resolved vibrational spectroscopic observation of the dimerization reaction of didehydroazepines in solution. In addition, these are the first resonance Raman spectra reported for dimers formed from didehydroazepines. We briefly discuss the structures, properties and chemical reactivity of the dimer species observed in the TR 3 spectra and possible implications for the photochemistry of aryl azides. © 2008 American Chemical Society.en_US
dc.languageengen_US
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/jpcaen_US
dc.relation.ispartofJournal of Physical Chemistry Aen_US
dc.subject.meshAcetonitriles - Chemistryen_US
dc.subject.meshAzepines - Chemical Synthesis - Chemistry - Radiation Effectsen_US
dc.subject.meshAzides - Chemistry - Radiation Effectsen_US
dc.subject.meshDimerizationen_US
dc.subject.meshMolecular Structureen_US
dc.subject.meshPhotochemistryen_US
dc.subject.meshPhotolysisen_US
dc.subject.meshReference Standardsen_US
dc.subject.meshSolutions - Chemistryen_US
dc.subject.meshSpectrum Analysis, Raman - Methods - Standardsen_US
dc.subject.meshTime Factorsen_US
dc.subject.meshUltraviolet Raysen_US
dc.subject.meshWater - Chemistryen_US
dc.titleTime-resolved resonance Raman observation of the dimerization of didehydroazepines in solutionen_US
dc.typeArticleen_US
dc.identifier.emailPhillips, DL:phillips@hku.hken_US
dc.identifier.authorityPhillips, DL=rp00770en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1021/jp077215gen_US
dc.identifier.pmid18225870-
dc.identifier.scopuseid_2-s2.0-39849085841en_US
dc.identifier.hkuros151597-
dc.identifier.volume112en_US
dc.identifier.issue7en_US
dc.identifier.spage1502en_US
dc.identifier.epage1510en_US
dc.identifier.isiWOS:000253222100017-
dc.publisher.placeUnited Statesen_US
dc.identifier.scopusauthoridXue, J=23007272500en_US
dc.identifier.scopusauthoridDu, Y=35310175500en_US
dc.identifier.scopusauthoridChuang, YP=23670354300en_US
dc.identifier.scopusauthoridPhillips, DL=7404519365en_US
dc.identifier.scopusauthoridWang, J=35300860800en_US
dc.identifier.scopusauthoridLuk, C=51562008900en_US
dc.identifier.scopusauthoridHadad, CM=7005455605en_US
dc.identifier.scopusauthoridPlatz, MS=7004584689en_US
dc.identifier.citeulike10452437-

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