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The synthesis and complexation study of some novel 3-methoxyphenyl chromenone crown ethers using conductometry

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dc.contributor.authorSALAN, ÜMİT
dc.contributor.authorsGunduz, C; Salan, U; Ozkul, N; Basaran, I; Cakir, U; Bulut, M
dc.date.accessioned2022-03-12T17:20:09Z
dc.date.available2022-03-12T17:20:09Z
dc.date.issued2006
dc.description.abstract7,8-Dihydroxy-3-(3,4-dimethoxyphenyl)-2H-chromenoiies, 7,8-diliydroxy-3-(3,5-dimethoxyphenyl)-2H-chromenones and 7,8-dihydroxy-3-(3,4,5-trimethoxypheiiyl)-2H-chromenones, o-diliydroxy-3-iiiethoxyphenyicoumarins, were prepared from 2,3,4-trihydroxybenzaldehyde and corresponding methoxyphenylacetic acid in NaOAc/Ac2O, respectively. 3-Methoxyphenyl-7,8-dihydroxy-2H-chromenone reacted with the polyethylene glycol ditosylate or dichloride in CH3CN/alkali carbonate to afford [12]crown-4, [15]crown-5 and [18]crown-6-chromonones. The chromatographically purified novel chromenone crown ethers were identified with IR, H-1 NMR, 13 C NMR and low and high resolution mass spectroscopy and elemental analysis. Stability constants for the 1:1 complexes of Na+ and K+ with different substituted methoxyphenyl derivatives of coumarino[12]crown-4, coumarino[15]crown-5 and coumarino[18]crowti-6 (5a-5i) have been determined by conductometry at 25 degrees C in a binary solvent, dioxane/water. For all the coumarino crown ether derivatives, the stability constant decreases for K+ ion compared to Na+ ion. The selectivity sequence of these crown ethers in dioxane/water has showed an irregular order with respect to their cavity size. (c) 2005 Elsevier Ltd. All rights reserved.
dc.identifier.doi10.1016/j.dyepig.2005.06.021
dc.identifier.eissn1873-3743
dc.identifier.issn0143-7208
dc.identifier.urihttps://hdl.handle.net/11424/228202
dc.identifier.wosWOS:000235092300001
dc.language.isoeng
dc.publisherELSEVIER SCI LTD
dc.relation.ispartofDYES AND PIGMENTS
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subject3-aryl-chromenone crown ethers
dc.subjectcouruarino crown ethers
dc.subjectsynthesis
dc.subjectcomplexation
dc.subjectbinary solvent
dc.subjectconductometry
dc.subjectCOUMARIN DERIVATIVES
dc.subjectCATION-BINDING
dc.subjectION-PAIR
dc.subjectCU(II)
dc.subjectSODIUM
dc.subjectZN(II)
dc.subjectNI(II)
dc.titleThe synthesis and complexation study of some novel 3-methoxyphenyl chromenone crown ethers using conductometry
dc.typearticle
dspace.entity.typePublication
local.avesis.id0c5322e8-25b3-45bf-949d-b6d3354ae5fc
local.import.packageSS17
local.indexed.atWOS
local.indexed.atSCOPUS
local.journal.numberofpages7
oaire.citation.endPage167
oaire.citation.issue3
oaire.citation.startPage161
oaire.citation.titleDYES AND PIGMENTS
oaire.citation.volume71
relation.isAuthorOfPublication2ed24266-f5c6-4dda-acf9-8bb8372ca4ee
relation.isAuthorOfPublication.latestForDiscovery2ed24266-f5c6-4dda-acf9-8bb8372ca4ee

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