A BODIPY-PHENOL-BASED SENSOR FOR SELECTIVELY RECOGNIZING THREE BASIC ANIONS

A novel BODIPY-based anion sensor 1 bearing di-tert-butyl phenol unit was designed and prepared. In the presence of three basic anions F-, AcO- or H2PO4-, 1 exhibited two novel partially overlapped red-shift absorption bands at 718 nm and 757 nm, respectively. The formation of allotropie structures,...

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Autores principales: LV,YONGJUN, WEI,WEI, XIE,YUNTAO
Lenguaje:English
Publicado: Sociedad Chilena de Química 2015
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Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072015000100015
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spelling oai:scielo:S0717-970720150001000152015-04-21A BODIPY-PHENOL-BASED SENSOR FOR SELECTIVELY RECOGNIZING THREE BASIC ANIONSLV,YONGJUNWEI,WEIXIE,YUNTAO BODIPY phenol anion sensor deprotonation steric effect A novel BODIPY-based anion sensor 1 bearing di-tert-butyl phenol unit was designed and prepared. In the presence of three basic anions F-, AcO- or H2PO4-, 1 exhibited two novel partially overlapped red-shift absorption bands at 718 nm and 757 nm, respectively. The formation of allotropie structures, after deprotonation of phenol OH, is responsible for these two emerging bands. Fluorescence quenching was also observed due to intramolecular charge transfer (ICT) from phenolate to BODIPY core. As results revealed, the anion affinity mainly depended on the acidity of binding site OH and the basicity of the target anion. Moreover, two bulky tert-butyl groups cannot effectively exclude the approach of large anions to phenol OH, but can facilitate the formation of allotropic resonance structures.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.60 n.1 20152015-03-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072015000100015en10.4067/S0717-97072015000100015
institution Scielo Chile
collection Scielo Chile
language English
topic BODIPY
phenol
anion sensor
deprotonation
steric effect
spellingShingle BODIPY
phenol
anion sensor
deprotonation
steric effect
LV,YONGJUN
WEI,WEI
XIE,YUNTAO
A BODIPY-PHENOL-BASED SENSOR FOR SELECTIVELY RECOGNIZING THREE BASIC ANIONS
description A novel BODIPY-based anion sensor 1 bearing di-tert-butyl phenol unit was designed and prepared. In the presence of three basic anions F-, AcO- or H2PO4-, 1 exhibited two novel partially overlapped red-shift absorption bands at 718 nm and 757 nm, respectively. The formation of allotropie structures, after deprotonation of phenol OH, is responsible for these two emerging bands. Fluorescence quenching was also observed due to intramolecular charge transfer (ICT) from phenolate to BODIPY core. As results revealed, the anion affinity mainly depended on the acidity of binding site OH and the basicity of the target anion. Moreover, two bulky tert-butyl groups cannot effectively exclude the approach of large anions to phenol OH, but can facilitate the formation of allotropic resonance structures.
author LV,YONGJUN
WEI,WEI
XIE,YUNTAO
author_facet LV,YONGJUN
WEI,WEI
XIE,YUNTAO
author_sort LV,YONGJUN
title A BODIPY-PHENOL-BASED SENSOR FOR SELECTIVELY RECOGNIZING THREE BASIC ANIONS
title_short A BODIPY-PHENOL-BASED SENSOR FOR SELECTIVELY RECOGNIZING THREE BASIC ANIONS
title_full A BODIPY-PHENOL-BASED SENSOR FOR SELECTIVELY RECOGNIZING THREE BASIC ANIONS
title_fullStr A BODIPY-PHENOL-BASED SENSOR FOR SELECTIVELY RECOGNIZING THREE BASIC ANIONS
title_full_unstemmed A BODIPY-PHENOL-BASED SENSOR FOR SELECTIVELY RECOGNIZING THREE BASIC ANIONS
title_sort bodipy-phenol-based sensor for selectively recognizing three basic anions
publisher Sociedad Chilena de Química
publishDate 2015
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072015000100015
work_keys_str_mv AT lvyongjun abodipyphenolbasedsensorforselectivelyrecognizingthreebasicanions
AT weiwei abodipyphenolbasedsensorforselectivelyrecognizingthreebasicanions
AT xieyuntao abodipyphenolbasedsensorforselectivelyrecognizingthreebasicanions
AT lvyongjun bodipyphenolbasedsensorforselectivelyrecognizingthreebasicanions
AT weiwei bodipyphenolbasedsensorforselectivelyrecognizingthreebasicanions
AT xieyuntao bodipyphenolbasedsensorforselectivelyrecognizingthreebasicanions
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