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Article: Ultrafast time-resolved transient infrared and resonance Raman spectroscopic study of the photo-deprotection and rearrangement reactions of p-hydroxyphenacyl caged phosphates

TitleUltrafast time-resolved transient infrared and resonance Raman spectroscopic study of the photo-deprotection and rearrangement reactions of p-hydroxyphenacyl caged phosphates
Authors
Issue Date2010
PublisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/faraday_d
Citation
Faraday Discussions, 2010, v. 145, p. 171-183 How to Cite?
AbstractThis is a picosecond and nanosecond time-resolved infrared absorption spectroscopic study of p-hydroxphenacyl diethylphosphate (HPDP) in aqueous solution examining the deprotection reaction and subsequent evolution to produce the p-hydroxyphenylacetic acid (HPAA) rearrangement product. The data reported here support previous ultrafast fluorescence, Raman and transient UV/visible absorption studies and provide new insight into the role of water in the deprotection reaction. It also provides insight into the nature of the intermediate steps that take place following initial formation of the triplet state and its reaction with water to eventually produce the solvent-separated ions and solvolytic reaction product HPAA. In addition, density functional theory (DFT) calculations were performed to investigate the reactions of the triplet state of HPDP with water molecules to induce deprotection, the formation of a contact ion pair and the subsequent intermediates that lead to the HPAA rearrangement product. A more detailed reaction mechanism is proposed based on the time-resolved spectroscopy experiments and DFT computational results. © 2010 The Royal Society of Chemistry.
Persistent Identifierhttp://hdl.handle.net/10722/168428
ISSN
2015 Impact Factor: 3.544
2015 SCImago Journal Rankings: 1.559
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorCao, Qen_US
dc.contributor.authorGuan, Xen_US
dc.contributor.authorGeorge, MWen_US
dc.contributor.authorPhillips, DLen_US
dc.contributor.authorMa, Cen_US
dc.contributor.authorKwok, WMen_US
dc.contributor.authorLi, Men_US
dc.contributor.authorDu, Yen_US
dc.contributor.authorSun, XZen_US
dc.contributor.authorXue, Jen_US
dc.date.accessioned2012-10-08T03:18:48Z-
dc.date.available2012-10-08T03:18:48Z-
dc.date.issued2010en_US
dc.identifier.citationFaraday Discussions, 2010, v. 145, p. 171-183en_US
dc.identifier.issn1359-6640en_US
dc.identifier.urihttp://hdl.handle.net/10722/168428-
dc.description.abstractThis is a picosecond and nanosecond time-resolved infrared absorption spectroscopic study of p-hydroxphenacyl diethylphosphate (HPDP) in aqueous solution examining the deprotection reaction and subsequent evolution to produce the p-hydroxyphenylacetic acid (HPAA) rearrangement product. The data reported here support previous ultrafast fluorescence, Raman and transient UV/visible absorption studies and provide new insight into the role of water in the deprotection reaction. It also provides insight into the nature of the intermediate steps that take place following initial formation of the triplet state and its reaction with water to eventually produce the solvent-separated ions and solvolytic reaction product HPAA. In addition, density functional theory (DFT) calculations were performed to investigate the reactions of the triplet state of HPDP with water molecules to induce deprotection, the formation of a contact ion pair and the subsequent intermediates that lead to the HPAA rearrangement product. A more detailed reaction mechanism is proposed based on the time-resolved spectroscopy experiments and DFT computational results. © 2010 The Royal Society of Chemistry.en_US
dc.languageengen_US
dc.publisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/faraday_den_US
dc.relation.ispartofFaraday Discussionsen_US
dc.titleUltrafast time-resolved transient infrared and resonance Raman spectroscopic study of the photo-deprotection and rearrangement reactions of p-hydroxyphenacyl caged phosphatesen_US
dc.typeArticleen_US
dc.identifier.emailPhillips, DL:phillips@hku.hken_US
dc.identifier.emailMa, C:macs@hkucc.hku.hken_US
dc.identifier.authorityPhillips, DL=rp00770en_US
dc.identifier.authorityMa, C=rp00758en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1039/b908188gen_US
dc.identifier.scopuseid_2-s2.0-74849124472en_US
dc.identifier.hkuros172145-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-74849124472&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume145en_US
dc.identifier.spage171en_US
dc.identifier.epage183en_US
dc.identifier.isiWOS:000273708000009-
dc.publisher.placeUnited Kingdomen_US
dc.identifier.scopusauthoridCao, Q=35321783300en_US
dc.identifier.scopusauthoridGuan, X=8313149700en_US
dc.identifier.scopusauthoridGeorge, MW=26325262600en_US
dc.identifier.scopusauthoridPhillips, DL=7404519365en_US
dc.identifier.scopusauthoridMa, C=7402924979en_US
dc.identifier.scopusauthoridKwok, WM=7103129332en_US
dc.identifier.scopusauthoridLi, M=7405265795en_US
dc.identifier.scopusauthoridDu, Y=35310175500en_US
dc.identifier.scopusauthoridSun, XZ=7405621798en_US
dc.identifier.scopusauthoridXue, J=23007272500en_US

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