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

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51 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 languageEnglish
Pages (from-to)6402-6405
Number of pages4
JournalTetrahedron
Volume64
Issue number27
DOIs
StatePublished - 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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