Novel fluorescent pH sensors based on intramolecular hydrogen bonding ability of naphthalimide

Dawei Cui; Xuhong Qian; Fengyu Liu; Rong Zhang

doi:10.1021/ol049005h

Novel fluorescent pH sensors based on intramolecular hydrogen bonding ability of naphthalimide

Dawei Cui
, Xuhong Qian^*
, Fengyu Liu
, Rong Zhang

^*Corresponding author for this work

Dalian University of Technology

Research output: Contribution to journal › Article › peer-review

105 Scopus citations

Abstract

4-Piperidine-naphthalimide derivatives containing potential acceptors for hydrogen bonding were synthesized, and their fluorescence properties were examined. Some of the compounds with a 2-imino-oxalidin (thiazolidin) side chain at the imide moiety exhibit a strong fluorescence quench and some red shift in weakly acidic conditions, caused by the formation of an intramolecular hydrogen bond. Their pK_a values were estimated to be about 6.4-7.5. The results showed that these compounds could serve as novel fluorescent pH sensors for further application.

Original language	English
Pages (from-to)	2757-2760
Number of pages	4
Journal	Organic Letters
Volume	6
Issue number	16
DOIs	https://doi.org/10.1021/ol049005h
State	Published - 5 Aug 2004
Externally published	Yes

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10.1021/ol049005h

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title = "Novel fluorescent pH sensors based on intramolecular hydrogen bonding ability of naphthalimide",

abstract = "4-Piperidine-naphthalimide derivatives containing potential acceptors for hydrogen bonding were synthesized, and their fluorescence properties were examined. Some of the compounds with a 2-imino-oxalidin (thiazolidin) side chain at the imide moiety exhibit a strong fluorescence quench and some red shift in weakly acidic conditions, caused by the formation of an intramolecular hydrogen bond. Their pKa values were estimated to be about 6.4-7.5. The results showed that these compounds could serve as novel fluorescent pH sensors for further application.",

author = "Dawei Cui and Xuhong Qian and Fengyu Liu and Rong Zhang",

year = "2004",

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day = "5",

doi = "10.1021/ol049005h",

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volume = "6",

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journal = "Organic Letters",

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T1 - Novel fluorescent pH sensors based on intramolecular hydrogen bonding ability of naphthalimide

AU - Cui, Dawei

AU - Qian, Xuhong

AU - Liu, Fengyu

AU - Zhang, Rong

PY - 2004/8/5

Y1 - 2004/8/5

N2 - 4-Piperidine-naphthalimide derivatives containing potential acceptors for hydrogen bonding were synthesized, and their fluorescence properties were examined. Some of the compounds with a 2-imino-oxalidin (thiazolidin) side chain at the imide moiety exhibit a strong fluorescence quench and some red shift in weakly acidic conditions, caused by the formation of an intramolecular hydrogen bond. Their pKa values were estimated to be about 6.4-7.5. The results showed that these compounds could serve as novel fluorescent pH sensors for further application.

AB - 4-Piperidine-naphthalimide derivatives containing potential acceptors for hydrogen bonding were synthesized, and their fluorescence properties were examined. Some of the compounds with a 2-imino-oxalidin (thiazolidin) side chain at the imide moiety exhibit a strong fluorescence quench and some red shift in weakly acidic conditions, caused by the formation of an intramolecular hydrogen bond. Their pKa values were estimated to be about 6.4-7.5. The results showed that these compounds could serve as novel fluorescent pH sensors for further application.

UR - https://www.scopus.com/pages/publications/4344627601

U2 - 10.1021/ol049005h

DO - 10.1021/ol049005h

M3 - 文章

AN - SCOPUS:4344627601

SN - 1523-7060

VL - 6

SP - 2757

EP - 2760

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

Novel fluorescent pH sensors based on intramolecular hydrogen bonding ability of naphthalimide

Abstract

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