LOWER RIM p-TERT-BUTYLCALIX[4]ARENE DERIVATIVES CONTAINING GALACTITOL PENDANTS: COMPLEXATION OF 5,11,17,23-TETRAKIS-(1,1-DIMETHYLETHYL)-25,27-DIHYDROXY -26,28-BIS-2-N-(1-DEOXY-D-GALACTITYL)-AMINOETHOXYCALIX[4]ARENE WITH Pb(II) AND F(-I)

Reductive amination of D-galactose with the bisubstituted p-tert-butylcalix[4]arylethylamine in the presence of sodium cyanoborohydride allowed the introduction of one or two galactitol residues as pendants on the lower rim. The bisubstituted secondary amine, 5,11,17,23-tetrakis-(1,1-dimethylethyl)-...

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Autores principales:	CACERES,PABLO J, COSTAMAGNA,JUAN, DE NAMOR,ANGELA DANIL, MATSUHIRO,BETTY
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2004
Materias:	calix-sugars galactitol derivatives of calix[4]arenes ligands complexation
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072004000400002
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spelling	oai:scielo:S0717-970720040004000022005-09-13LOWER RIM p-TERT-BUTYLCALIX[4]ARENE DERIVATIVES CONTAINING GALACTITOL PENDANTS: COMPLEXATION OF 5,11,17,23-TETRAKIS-(1,1-DIMETHYLETHYL)-25,27-DIHYDROXY -26,28-BIS-2-N-(1-DEOXY-D-GALACTITYL)-AMINOETHOXYCALIX[4]ARENE WITH Pb(II) AND F(-I)CACERES,PABLO JCOSTAMAGNA,JUANDE NAMOR,ANGELA DANILMATSUHIRO,BETTY calix-sugars galactitol derivatives of calix[4]arenes ligands complexation Reductive amination of D-galactose with the bisubstituted p-tert-butylcalix[4]arylethylamine in the presence of sodium cyanoborohydride allowed the introduction of one or two galactitol residues as pendants on the lower rim. The bisubstituted secondary amine, 5,11,17,23-tetrakis-(1,1-dimethylethyl)-25,27-dihydroxy-26,28-bis-2-N-(1-deoxy-D-galactityl)-aminoethoxycalix[4]arene (III) was obtained in 24.1% yield. Complexation of this compound with Pb (II) and F(-I) was studied by ¹H-NMR and spectrophotometric titration in acetonitrile, showing a stoichiometry of 1:2 (ligand:ion) with equilibrium constants of log K1=2.22 ± 0.08 and log K2=2.07 ± 0.07 for Pb(II), and log K1=1.21 ± 0.05 and log K2=1,17 ± 0.04 for F (-I) ioninfo:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.49 n.4 20042004-12-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072004000400002en10.4067/S0717-97072004000400002
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	calix-sugars galactitol derivatives of calix[4]arenes ligands complexation
spellingShingle	calix-sugars galactitol derivatives of calix[4]arenes ligands complexation CACERES,PABLO J COSTAMAGNA,JUAN DE NAMOR,ANGELA DANIL MATSUHIRO,BETTY LOWER RIM p-TERT-BUTYLCALIX[4]ARENE DERIVATIVES CONTAINING GALACTITOL PENDANTS: COMPLEXATION OF 5,11,17,23-TETRAKIS-(1,1-DIMETHYLETHYL)-25,27-DIHYDROXY -26,28-BIS-2-N-(1-DEOXY-D-GALACTITYL)-AMINOETHOXYCALIX[4]ARENE WITH Pb(II) AND F(-I)
description	Reductive amination of D-galactose with the bisubstituted p-tert-butylcalix[4]arylethylamine in the presence of sodium cyanoborohydride allowed the introduction of one or two galactitol residues as pendants on the lower rim. The bisubstituted secondary amine, 5,11,17,23-tetrakis-(1,1-dimethylethyl)-25,27-dihydroxy-26,28-bis-2-N-(1-deoxy-D-galactityl)-aminoethoxycalix[4]arene (III) was obtained in 24.1% yield. Complexation of this compound with Pb (II) and F(-I) was studied by ¹H-NMR and spectrophotometric titration in acetonitrile, showing a stoichiometry of 1:2 (ligand:ion) with equilibrium constants of log K1=2.22 ± 0.08 and log K2=2.07 ± 0.07 for Pb(II), and log K1=1.21 ± 0.05 and log K2=1,17 ± 0.04 for F (-I) ion
author	CACERES,PABLO J COSTAMAGNA,JUAN DE NAMOR,ANGELA DANIL MATSUHIRO,BETTY
author_facet	CACERES,PABLO J COSTAMAGNA,JUAN DE NAMOR,ANGELA DANIL MATSUHIRO,BETTY
author_sort	CACERES,PABLO J
title	LOWER RIM p-TERT-BUTYLCALIX[4]ARENE DERIVATIVES CONTAINING GALACTITOL PENDANTS: COMPLEXATION OF 5,11,17,23-TETRAKIS-(1,1-DIMETHYLETHYL)-25,27-DIHYDROXY -26,28-BIS-2-N-(1-DEOXY-D-GALACTITYL)-AMINOETHOXYCALIX[4]ARENE WITH Pb(II) AND F(-I)
title_short	LOWER RIM p-TERT-BUTYLCALIX[4]ARENE DERIVATIVES CONTAINING GALACTITOL PENDANTS: COMPLEXATION OF 5,11,17,23-TETRAKIS-(1,1-DIMETHYLETHYL)-25,27-DIHYDROXY -26,28-BIS-2-N-(1-DEOXY-D-GALACTITYL)-AMINOETHOXYCALIX[4]ARENE WITH Pb(II) AND F(-I)
title_full	LOWER RIM p-TERT-BUTYLCALIX[4]ARENE DERIVATIVES CONTAINING GALACTITOL PENDANTS: COMPLEXATION OF 5,11,17,23-TETRAKIS-(1,1-DIMETHYLETHYL)-25,27-DIHYDROXY -26,28-BIS-2-N-(1-DEOXY-D-GALACTITYL)-AMINOETHOXYCALIX[4]ARENE WITH Pb(II) AND F(-I)
title_fullStr	LOWER RIM p-TERT-BUTYLCALIX[4]ARENE DERIVATIVES CONTAINING GALACTITOL PENDANTS: COMPLEXATION OF 5,11,17,23-TETRAKIS-(1,1-DIMETHYLETHYL)-25,27-DIHYDROXY -26,28-BIS-2-N-(1-DEOXY-D-GALACTITYL)-AMINOETHOXYCALIX[4]ARENE WITH Pb(II) AND F(-I)
title_full_unstemmed	LOWER RIM p-TERT-BUTYLCALIX[4]ARENE DERIVATIVES CONTAINING GALACTITOL PENDANTS: COMPLEXATION OF 5,11,17,23-TETRAKIS-(1,1-DIMETHYLETHYL)-25,27-DIHYDROXY -26,28-BIS-2-N-(1-DEOXY-D-GALACTITYL)-AMINOETHOXYCALIX[4]ARENE WITH Pb(II) AND F(-I)
title_sort	lower rim p-tert-butylcalix[4]arene derivatives containing galactitol pendants: complexation of 5,11,17,23-tetrakis-(1,1-dimethylethyl)-25,27-dihydroxy -26,28-bis-2-n-(1-deoxy-d-galactityl)-aminoethoxycalix[4]arene with pb(ii) and f(-i)
publisher	Sociedad Chilena de Química
publishDate	2004
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072004000400002
work_keys_str_mv	AT cacerespabloj lowerrimptertbutylcalix4arenederivativescontaininggalactitolpendantscomplexationof5111723tetrakis11dimethylethyl2527dihydroxy2628bis2n1deoxydgalactitylaminoethoxycalix4arenewithpbiiandfi AT costamagnajuan lowerrimptertbutylcalix4arenederivativescontaininggalactitolpendantscomplexationof5111723tetrakis11dimethylethyl2527dihydroxy2628bis2n1deoxydgalactitylaminoethoxycalix4arenewithpbiiandfi AT denamorangeladanil lowerrimptertbutylcalix4arenederivativescontaininggalactitolpendantscomplexationof5111723tetrakis11dimethylethyl2527dihydroxy2628bis2n1deoxydgalactitylaminoethoxycalix4arenewithpbiiandfi AT matsuhirobetty lowerrimptertbutylcalix4arenederivativescontaininggalactitolpendantscomplexationof5111723tetrakis11dimethylethyl2527dihydroxy2628bis2n1deoxydgalactitylaminoethoxycalix4arenewithpbiiandfi
_version_	1718445342413815808

LOWER RIM p-TERT-BUTYLCALIX[4]ARENE DERIVATIVES CONTAINING GALACTITOL PENDANTS: COMPLEXATION OF 5,11,17,23-TETRAKIS-(1,1-DIMETHYLETHYL)-25,27-DIHYDROXY -26,28-BIS-2-N-(1-DEOXY-D-GALACTITYL)-AMINOETHOXYCALIX[4]ARENE WITH Pb(II) AND F(-I)

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