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Article: Time-Resolved Spectroscopic Study of N,N–Di(4–bromo)nitrenium Ions in Acidic Aqueous Solution

TitleTime-Resolved Spectroscopic Study of N,N–Di(4–bromo)nitrenium Ions in Acidic Aqueous Solution
Authors
Keywordsnitrenium ion
time resolved spectroscopy
resonance Raman
Issue Date2019
PublisherMolecular Diversity Preservation International. The Journal's web site is located at http://www.mdpi.org/ijms
Citation
International Journal of Molecular Sciences, 2019, v. 20 n. 21, p. article no. 5512 How to Cite?
AbstractNitrenium ions are common reactive intermediates with high activities towards some biological nucleophiles. In this paper, we employed femtosecond transient absorption (fs-TA) and nanosecond transient absorption (ns-TA) as well as nanosecond time-resolved resonance Raman (ns-TR3) spectroscopy and density function theory (DFT) calculations to study the spectroscopic properties of the N(4,4′–dibromodiphenylamino)–2,4,6–trimethylpyridinium BF4− salt (1) in an acidic aqueous solution. Efficient cleavage of the N–N bond (4 ps) to form the N,N–di(4–bromophenyl)nitrenium ion (DN) was also observed in the acidic aqueous solution. As a result, the dication intermediate 4 appears more likely to be produced after abstracting a proton for the nitrenium ion DN in the acid solution first, followed by an electron abstraction to form the radical cation intermediate 3. These new and more extensive time-resolved spectroscopic data will be useful to help to develop an improved understanding of the identity, nature, and properties of nitrenium ions involved in reactions under acidic aqueous conditions.
Persistent Identifierhttp://hdl.handle.net/10722/286173
ISSN
2011 Impact Factor: 2.598
PubMed Central ID

 

DC FieldValueLanguage
dc.contributor.authorDu, L-
dc.contributor.authorYAN, Z-
dc.contributor.authorBAI, X-
dc.contributor.authorLIANG, R-
dc.contributor.authorPhillips, DL-
dc.date.accessioned2020-08-31T07:00:10Z-
dc.date.available2020-08-31T07:00:10Z-
dc.date.issued2019-
dc.identifier.citationInternational Journal of Molecular Sciences, 2019, v. 20 n. 21, p. article no. 5512-
dc.identifier.issn1661-6596-
dc.identifier.urihttp://hdl.handle.net/10722/286173-
dc.description.abstractNitrenium ions are common reactive intermediates with high activities towards some biological nucleophiles. In this paper, we employed femtosecond transient absorption (fs-TA) and nanosecond transient absorption (ns-TA) as well as nanosecond time-resolved resonance Raman (ns-TR3) spectroscopy and density function theory (DFT) calculations to study the spectroscopic properties of the N(4,4′–dibromodiphenylamino)–2,4,6–trimethylpyridinium BF4− salt (1) in an acidic aqueous solution. Efficient cleavage of the N–N bond (4 ps) to form the N,N–di(4–bromophenyl)nitrenium ion (DN) was also observed in the acidic aqueous solution. As a result, the dication intermediate 4 appears more likely to be produced after abstracting a proton for the nitrenium ion DN in the acid solution first, followed by an electron abstraction to form the radical cation intermediate 3. These new and more extensive time-resolved spectroscopic data will be useful to help to develop an improved understanding of the identity, nature, and properties of nitrenium ions involved in reactions under acidic aqueous conditions.-
dc.languageeng-
dc.publisherMolecular Diversity Preservation International. The Journal's web site is located at http://www.mdpi.org/ijms-
dc.relation.ispartofInternational Journal of Molecular Sciences-
dc.rightsThis work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.-
dc.subjectnitrenium ion-
dc.subjecttime resolved spectroscopy-
dc.subjectresonance Raman-
dc.titleTime-Resolved Spectroscopic Study of N,N–Di(4–bromo)nitrenium Ions in Acidic Aqueous Solution-
dc.typeArticle-
dc.identifier.emailDu, L: ailleen@hku.hk-
dc.identifier.emailPhillips, DL: phillips@hku.hk-
dc.identifier.authorityPhillips, DL=rp00770-
dc.description.naturepublished_or_final_version-
dc.identifier.doi10.3390/ijms20215512-
dc.identifier.pmid31694248-
dc.identifier.pmcidPMC6862224-
dc.identifier.scopuseid_2-s2.0-85074478195-
dc.identifier.hkuros313833-
dc.identifier.volume20-
dc.identifier.issue21-
dc.identifier.spagearticle no. 5512-
dc.identifier.epagearticle no. 5512-
dc.publisher.placeSwitzerland-

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