ChemInformVolume 35, Issue 49 Organoelement Compounds Synthesis and Structural Characterization of the First Bis(bora)calixarene: A Selective, Bidentate, Fluorescent Fluoride Sensor. Susumu Arimori, Susumu Arimori Dep. Chem., Univ. Bath, Claverton Down, Bath BA2 7AY, UKSearch for more papers by this authorMatthew G. Davidson, Matthew G. Davidson Dep. Chem., Univ. Bath, Claverton Down, Bath BA2 7AY, UKSearch for more papers by this authorThomas M. Fyles, Thomas M. Fyles Dep. Chem., Univ. Bath, Claverton Down, Bath BA2 7AY, UKSearch for more papers by this authorThomas G. Hibbert, Thomas G. Hibbert Dep. Chem., Univ. Bath, Claverton Down, Bath BA2 7AY, UKSearch for more papers by this authorTony D. James, Tony D. James Dep. Chem., Univ. Bath, Claverton Down, Bath BA2 7AY, UKSearch for more papers by this authorGabriele I. Kociok-Koehn, Gabriele I. Kociok-Koehn Dep. Chem., Univ. Bath, Claverton Down, Bath BA2 7AY, UKSearch for more papers by this author Susumu Arimori, Susumu Arimori Dep. Chem., Univ. Bath, Claverton Down, Bath BA2 7AY, UKSearch for more papers by this authorMatthew G. Davidson, Matthew G. Davidson Dep. Chem., Univ. Bath, Claverton Down, Bath BA2 7AY, UKSearch for more papers by this authorThomas M. Fyles, Thomas M. Fyles Dep. Chem., Univ. Bath, Claverton Down, Bath BA2 7AY, UKSearch for more papers by this authorThomas G. Hibbert, Thomas G. Hibbert Dep. Chem., Univ. Bath, Claverton Down, Bath BA2 7AY, UKSearch for more papers by this authorTony D. James, Tony D. James Dep. Chem., Univ. Bath, Claverton Down, Bath BA2 7AY, UKSearch for more papers by this authorGabriele I. Kociok-Koehn, Gabriele I. Kociok-Koehn Dep. Chem., Univ. Bath, Claverton Down, Bath BA2 7AY, UKSearch for more papers by this author First published: 16 November 2004 https://doi.org/10.1002/chin.200449146Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat No abstract is available for this article. References Susumu Arimori, Matthew G. Davidson, Thomas M. Fyles, Thomas G. Hibbert, Tony D. James, Gabriele I. Kociok-Koehn, Synthesis and Structural Characterization of the First Bis(bora)calixarene: A Selective, Bidentate, Fluorescent Fluoride Sensor., Chem. Commun. (Cambridge), 2004, 1640–1641. 10.1039/b404937c CASPubMedWeb of Science®Google Scholar Volume35, Issue49December 7, 2004 ReferencesRelatedInformation

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A bis(bora)calixarene 3, the first lower-rim boron derivatised calixarene to be structurally characterised, is synthesised by the reaction of PhBCl2 with 4-tert-butylcalix[4]arene, and is demonstrated to be a sensitive and selective fluorescent fluoride sensor.

Five modular photoinduced electron-transfer (PET) sensors bearing two phenylboronic acid receptors with different fluorophores have been prepared. The sensors’ interaction with saccharides was assessed via fluorescence spectroscopy. It was shown that monosaccharide selectivity is influenced by the choice of fluorescent moiety.

A modular electrochemical saccharide sensor using ferrocene has been prepared which contains two boronic acid receptor groups and hexamethylene linker.

Non-linear effects reveal that the use of chiral BINOL–boron reagents for aza-Diels–Alder reactions results in an enantioselective catalytic species containing at least 2 equiv. of BINOL. Dynamic ligand exchange and ligand accelerated catalysis occurs in these reactions, consistent with the formation of a cyclic borate ester of BINOL with enhanced Lewis acidity.

An efficient d-glucose selective internal charge transfer (ICT) fluorescent sensor has been prepared. When d-glucose is added to sensor 2 in aqueous solution at pH 8.21 the emission maximum at 405 nm shifts to 360 nm.

A d-glucose selective competition assay has been devised using Alizarin Red S and diboronic acid 2 in buffered aqueous solution.

[structure: see text] A modular fluorescence intramolecular energy transfer saccharide sensor 2 has been prepared with phenanthrene as the donor and pyrene as the acceptor.

9-(N,N-Diethanolaminomethyl)anthracene and phenyl boronic acid can be used in a competition assay for diols in chloroform.

The first reported fluorescent sensor for boronic and boric acids is actually not a sensor for boronic and boric acids but rather is a sensor for protons; the system is also not the first fluorescent sensor since Alizarin has been used as a fluorescent sensor for boric acids since 1936.

Modular and modular polymer supported fluorescence photoinduced electron transfer (PET) sensors 2 and 3 with two boronic acid receptor units, a pyren-1-yl fluorophore, and hexamethylene linker show selective saccharide binding in aqueous methanolic solution at pH 8.21.

An efficient internal charge transfer (ICT) fluorescent saccharide sensor 3 has been prepared from 2-formyl benzeneboronic acid and aniline. When saccharides interact with sensor 3 in aqueous solution at pH 8.21 the emission maxima at 404 nm shifts to 362 nm.

A diethanolamine pendant polystyrene polymer was prepared by the copolymerization of diethanolaminomethyl styrene, styrene, and divinylbenzene. The composition of the polymer resins produced agreed with copolymerization starting ratios. The polymer resins readily immobilized phenylboronic acid in THF and released pure phenylboronic acid quantitatively in THF/water/acetic acid. (C) 2000 Elsevier Science Ltd. All rights reserved.