New BODIPY Derivatives as OFF−ON Fluorescent Chemosensor and Fluorescent Chemodosimeter for Cu2+: Cooperative Selectivity Enhancement toward Cu2

New 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives (1 and 2) were synthesized as an “off−on” fluorescent chemosensor and fluorescent chemodosimeter for Cu2+ and Pb2+. Compound 1 displayed selective and large chelation enhanced fluorescence effects with Pb2+ and Cu2+ among the metal...

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Veröffentlicht in:	Journal of organic chemistry 2006-03, Vol.71 (7), p.2881-2884
Hauptverfasser:	Qi, Xin, Jun, Eun Jin, Xu, Li, Kim, Sung-Jin, Joong Hong, Jay Sung, Yoon, Yeo Joon, Yoon, Juyoung
Format:	Artikel
Sprache:	eng
Schlagworte:	Boron Compounds - chemical synthesis Boron Compounds - chemistry Chemistry Condensed benzenic and aromatic compounds Copper - chemistry Exact sciences and technology Fluorescent Dyes - chemistry Lead - chemistry Luminescent Measurements - methods Models, Molecular Molecular Structure Organic chemistry Organometallic Compounds - chemical synthesis Organometallic Compounds - chemistry Preparations and properties Sensitivity and Specificity Spectrometry, Fluorescence - methods Spectrophotometry, Ultraviolet - methods
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Zusammenfassung:	New 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives (1 and 2) were synthesized as an “off−on” fluorescent chemosensor and fluorescent chemodosimeter for Cu2+ and Pb2+. Compound 1 displayed selective and large chelation enhanced fluorescence effects with Pb2+ and Cu2+ among the metal ions examined. On the other hand, compound 2, a fluorescent chemodosimeter, effectively recognized Cu2+ via a selective hydrolysis of the acetyl group.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo052542a