A new imidazolium acridine derivative as fluorescent chemosensor for pyrophosphate and dihydrogen phosphate

Sook Kyung Kim; Dongwon Seo; Su Jung Han; Guiyoup Son; In Ja Lee; Chongmok Lee; Kap Duk Lee; Juyoung Yoon

doi:10.1016/j.tet.2008.04.085

A new imidazolium acridine derivative as fluorescent chemosensor for pyrophosphate and dihydrogen phosphate

Sook Kyung Kim
, Dongwon Seo
, Su Jung Han
, Guiyoup Son
, In Ja Lee
, Chongmok Lee
, Kap Duk Lee
, Juyoung Yoon

Department of Chemistry & Nanoscience

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

53 Scopus citations

Abstract

A new acridine derivative bearing two imidazolium groups has been synthesized. This chemosensor displayed a large fluorescent quenching effect with pyrophosphate and a unique fluorescent enhancement with H₂PO₄^-. The strong (C-H)⁺⋯X^- hydrogen bonding between the imidazolium moieties and anions is the key interaction for the recognition. The association constant of 1 with pyrophosphate was calculated as 4.9×10⁷ M^-1.

Original language	English
Pages (from-to)	6402-6405
Number of pages	4
Journal	Tetrahedron
Volume	64
Issue number	27
DOIs	https://doi.org/10.1016/j.tet.2008.04.085
State	Published - 30 Jun 2008

Bibliographical note

Funding Information:
This work was supported by the KOSEF grant (NRL) funded by the Korean government (MOST) (R04-2007-000-2007-0), Korea Research Foundation Grants (KRF-R14-2003-014-01001-0, KRF-2004-005-C00093). S.K.K. thanks for the Seoul Science Fellowship. We also thank KBSI in Taejeon, Korea, for their instrumentation assistance (FAB mass spectra).

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title = "A new imidazolium acridine derivative as fluorescent chemosensor for pyrophosphate and dihydrogen phosphate",

abstract = "A new acridine derivative bearing two imidazolium groups has been synthesized. This chemosensor displayed a large fluorescent quenching effect with pyrophosphate and a unique fluorescent enhancement with H2PO4-. The strong (C-H)+⋯X- hydrogen bonding between the imidazolium moieties and anions is the key interaction for the recognition. The association constant of 1 with pyrophosphate was calculated as 4.9×107 M-1.",

author = "Kim, \{Sook Kyung\} and Dongwon Seo and Han, \{Su Jung\} and Guiyoup Son and Lee, \{In Ja\} and Chongmok Lee and Lee, \{Kap Duk\} and Juyoung Yoon",

note = "Funding Information: This work was supported by the KOSEF grant (NRL) funded by the Korean government (MOST) (R04-2007-000-2007-0), Korea Research Foundation Grants (KRF-R14-2003-014-01001-0, KRF-2004-005-C00093). S.K.K. thanks for the Seoul Science Fellowship. We also thank KBSI in Taejeon, Korea, for their instrumentation assistance (FAB mass spectra). ",

year = "2008",

month = jun,

day = "30",

doi = "10.1016/j.tet.2008.04.085",

language = "English",

volume = "64",

pages = "6402--6405",

journal = "Tetrahedron",

issn = "0040-4020",

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}

TY - JOUR

T1 - A new imidazolium acridine derivative as fluorescent chemosensor for pyrophosphate and dihydrogen phosphate

AU - Kim, Sook Kyung

AU - Seo, Dongwon

AU - Han, Su Jung

AU - Son, Guiyoup

AU - Lee, In Ja

AU - Lee, Chongmok

AU - Lee, Kap Duk

AU - Yoon, Juyoung

N1 - Funding Information: This work was supported by the KOSEF grant (NRL) funded by the Korean government (MOST) (R04-2007-000-2007-0), Korea Research Foundation Grants (KRF-R14-2003-014-01001-0, KRF-2004-005-C00093). S.K.K. thanks for the Seoul Science Fellowship. We also thank KBSI in Taejeon, Korea, for their instrumentation assistance (FAB mass spectra).

PY - 2008/6/30

Y1 - 2008/6/30

N2 - A new acridine derivative bearing two imidazolium groups has been synthesized. This chemosensor displayed a large fluorescent quenching effect with pyrophosphate and a unique fluorescent enhancement with H2PO4-. The strong (C-H)+⋯X- hydrogen bonding between the imidazolium moieties and anions is the key interaction for the recognition. The association constant of 1 with pyrophosphate was calculated as 4.9×107 M-1.

AB - A new acridine derivative bearing two imidazolium groups has been synthesized. This chemosensor displayed a large fluorescent quenching effect with pyrophosphate and a unique fluorescent enhancement with H2PO4-. The strong (C-H)+⋯X- hydrogen bonding between the imidazolium moieties and anions is the key interaction for the recognition. The association constant of 1 with pyrophosphate was calculated as 4.9×107 M-1.

UR - https://www.scopus.com/pages/publications/44349147167

U2 - 10.1016/j.tet.2008.04.085

DO - 10.1016/j.tet.2008.04.085

M3 - Article

AN - SCOPUS:44349147167

SN - 0040-4020

VL - 64

SP - 6402

EP - 6405

JO - Tetrahedron

JF - Tetrahedron

IS - 27

ER -

A new imidazolium acridine derivative as fluorescent chemosensor for pyrophosphate and dihydrogen phosphate

Abstract

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