Time-resolved spectroscopy studies of the photodeprotection reactions of p-hydroxyphenacyl ester phototrigger compounds

Chensheng Ma; Wai Ming Kwok; Wing Sum Chan; Yong Du; Peng Zuo; Jovi Tze Wai Kan; Patrick H. Toy; David Lee Phillips

Time-resolved spectroscopy studies of the photodeprotection reactions of p-hydroxyphenacyl ester phototrigger compounds

Chensheng Ma, Wai Ming Kwok, Wing Sum Chan, Yong Du, Peng Zuo, Jovi Tze Wai Kan, Patrick H. Toy, David Lee Phillips

Research output: Journal article publication › Journal article › Academic research › peer-review

Abstract

Ultrafast time-resolved spectroscopy and time-resolved resonance Raman spectroscopy experimental results in the picoseocond timescales are reported for selected p-hydroxyphenacyl (pHP) ester phototrigger compounds. The results better elucidate the photodeprotection and rearrangement reactions of these important phototriggers and an overall mechanism is proposed for these reactions based on the time-resolved spectroscopy data presented here. This work indicates that site-specific, concerted solvation of the hydroxy proton and phosphate-leaving anion group through their respective intermolecular H-bonding with solvent water molecules promotes the photodeprotection reaction.

Original language	English
Pages (from-to)	202-209
Number of pages	8
Journal	Current Science
Volume	97
Issue number	2
Publication status	Published - 1 Jul 2009
Externally published	Yes

Keywords

P-hydroxyphenacyl cage
Phototriggers
Raman spectroscopy
Time-resolved resonance
Ultrafast spectroscopy

ASJC Scopus subject areas

General

Cite this

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title = "Time-resolved spectroscopy studies of the photodeprotection reactions of p-hydroxyphenacyl ester phototrigger compounds",

abstract = "Ultrafast time-resolved spectroscopy and time-resolved resonance Raman spectroscopy experimental results in the picoseocond timescales are reported for selected p-hydroxyphenacyl (pHP) ester phototrigger compounds. The results better elucidate the photodeprotection and rearrangement reactions of these important phototriggers and an overall mechanism is proposed for these reactions based on the time-resolved spectroscopy data presented here. This work indicates that site-specific, concerted solvation of the hydroxy proton and phosphate-leaving anion group through their respective intermolecular H-bonding with solvent water molecules promotes the photodeprotection reaction.",

keywords = "P-hydroxyphenacyl cage, Phototriggers, Raman spectroscopy, Time-resolved resonance, Ultrafast spectroscopy",

author = "Chensheng Ma and Kwok, {Wai Ming} and Chan, {Wing Sum} and Yong Du and Peng Zuo and {Wai Kan}, {Jovi Tze} and Toy, {Patrick H.} and Phillips, {David Lee}",

year = "2009",

month = jul,

day = "1",

language = "English",

volume = "97",

pages = "202--209",

journal = "Current Science",

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publisher = "Indian Academy of Sciences",

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T1 - Time-resolved spectroscopy studies of the photodeprotection reactions of p-hydroxyphenacyl ester phototrigger compounds

AU - Ma, Chensheng

AU - Kwok, Wai Ming

AU - Chan, Wing Sum

AU - Du, Yong

AU - Zuo, Peng

AU - Wai Kan, Jovi Tze

AU - Toy, Patrick H.

AU - Phillips, David Lee

PY - 2009/7/1

Y1 - 2009/7/1

N2 - Ultrafast time-resolved spectroscopy and time-resolved resonance Raman spectroscopy experimental results in the picoseocond timescales are reported for selected p-hydroxyphenacyl (pHP) ester phototrigger compounds. The results better elucidate the photodeprotection and rearrangement reactions of these important phototriggers and an overall mechanism is proposed for these reactions based on the time-resolved spectroscopy data presented here. This work indicates that site-specific, concerted solvation of the hydroxy proton and phosphate-leaving anion group through their respective intermolecular H-bonding with solvent water molecules promotes the photodeprotection reaction.

AB - Ultrafast time-resolved spectroscopy and time-resolved resonance Raman spectroscopy experimental results in the picoseocond timescales are reported for selected p-hydroxyphenacyl (pHP) ester phototrigger compounds. The results better elucidate the photodeprotection and rearrangement reactions of these important phototriggers and an overall mechanism is proposed for these reactions based on the time-resolved spectroscopy data presented here. This work indicates that site-specific, concerted solvation of the hydroxy proton and phosphate-leaving anion group through their respective intermolecular H-bonding with solvent water molecules promotes the photodeprotection reaction.

KW - P-hydroxyphenacyl cage

KW - Phototriggers

KW - Raman spectroscopy

KW - Time-resolved resonance

KW - Ultrafast spectroscopy

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M3 - Journal article

SN - 0011-3891

VL - 97

SP - 202

EP - 209

JO - Current Science

JF - Current Science

IS - 2

ER -

Time-resolved spectroscopy studies of the photodeprotection reactions of p-hydroxyphenacyl ester phototrigger compounds

Abstract

Keywords

ASJC Scopus subject areas

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