2010
DOI: 10.1021/ol101612z
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Synthesis and Fluorescence Properties of a Pyridomethene−BF2 Complex

Abstract: A fluorescent dye, the pyridomethene-BF(2) complex, has been synthesized. Although pyridomethenes did not exhibit fluorescence, pyridomethene-BF(2) complexes exhibited fluorescence both in solution and in the solid state. The trifluoromethyl-substituted BF(2) complex formed a J-aggregate and showed the highest fluorescence quantum yield in the solid state among all pyridomethene-BF(2) complexes.

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Cited by 109 publications
(68 citation statements)
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“…The studied structures (Scheme 1) can be obtained by decarboxylation of a,a-di(pyridin-2-yl)acetic acid. The acidity of the CH 2 proton in a di(2-pyridyl)methane derivative 35 has been confirmed by formation of the respective anions 36 and fluorescent complexes, 35 or by complexes with the metal cation both in solution and in the solid state. 37 Fig.…”
Section: Introductionmentioning
confidence: 92%
See 1 more Smart Citation
“…The studied structures (Scheme 1) can be obtained by decarboxylation of a,a-di(pyridin-2-yl)acetic acid. The acidity of the CH 2 proton in a di(2-pyridyl)methane derivative 35 has been confirmed by formation of the respective anions 36 and fluorescent complexes, 35 or by complexes with the metal cation both in solution and in the solid state. 37 Fig.…”
Section: Introductionmentioning
confidence: 92%
“…35) is the symmetric E2 TS (ESIw). 38 It is known that subjected compounds may be used as substrates for synthesis of fluorescent dyes 35 or molecules that complex metals.…”
Section: Introductionmentioning
confidence: 99%
“…Hence, they seldom exhibit photoluminescence in the solid state [31]. Other than BODIPY, the boron complexes of pyridomethene [32], diketone [33], iminoketone [34], azo dyes [35], β-enaminone [36] and β-ketoiminate also shows high fluorescence. Some of them also show photoluminescence in the solid state as well as aggregation induced emission enhancement (AIEE) [37].…”
Section: Introductionmentioning
confidence: 99%
“…The high quantum yield and small size (mostly smaller than 10 nm) ensure these quantum dots can enter cells easily [3,7,[17][18][19]. However, the significant cytotoxicity of semiconductor quantum dots should not be neglected before their application to cellular or in vivo study [20][21][22].…”
Section: Introductionmentioning
confidence: 99%