Source:http://linkedlifedata.com/resource/pubmed/id/21381211
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
4
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pubmed:dateCreated |
2011-3-24
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pubmed:abstractText |
A series of fused-ring-expanded aza-boradiazaindacene (aza-BODIPY) dyes have been synthesized by reacting arylmagnesium bromides with phthalonitriles or naphthalenedicarbonitriles. An analysis of the structure-property relationships has been carried out based on X-ray crystallography, optical spectroscopy, and theoretical calculations. Benzo and 1,2-naphtho-fused 3,5-diaryl aza-BODIPY dyes display markedly red shifted absorption and emission bands in the near-IR region (>700?nm) due to changes in the energies of the frontier MOs relative to those of 1,3,5,7-tetraaryl aza-BODIPYs. Only one 1,2-naphtho-fused aza-BODIPY of the three possible isomers is formed due to steric effects, and 2,3-naphtho-fused compounds could not be characterized because the final BF(2) complexes are unstable in solution. The incorporation of a -N(CH(3))(2) group at the para-positions of a benzo-fused 3,5-diaryl aza-BODIPY quenches the fluorescence in polar solvents and results in a ratiometric pH response, which could be used in future practical applications as an NIR "turn-on" fluorescence sensor.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Apr
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pubmed:issn |
1861-471X
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pubmed:author | |
pubmed:copyrightInfo |
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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pubmed:issnType |
Electronic
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pubmed:day |
4
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pubmed:volume |
6
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
1026-37
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pubmed:meshHeading |
pubmed-meshheading:21381211-Adsorption,
pubmed-meshheading:21381211-Boron Compounds,
pubmed-meshheading:21381211-Crystallography, X-Ray,
pubmed-meshheading:21381211-Electrochemical Techniques,
pubmed-meshheading:21381211-Molecular Conformation,
pubmed-meshheading:21381211-Quantum Theory,
pubmed-meshheading:21381211-Spectrophotometry, Infrared
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pubmed:year |
2011
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pubmed:articleTitle |
Synthesis and spectroscopic properties of fused-ring-expanded aza-boradiazaindacenes.
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pubmed:affiliation |
State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, China.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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