Lariat ether carboxylic acids, O-benzylhydroxamates and hydroxamic acids with fluorinated substituents: Synthesis, metal ion complexation and solubility in supercritical carbon dioxide

Sadik Elshani; Hongshan Du; Kenneth E. Laintz; Nicholas R. Natale; Chien M. Wai; Nazar S.A. Elkarim; Richard A. Bartsch

doi:10.1016/S0040-4020(00)00380-X

Lariat ether carboxylic acids, O-benzylhydroxamates and hydroxamic acids with fluorinated substituents: Synthesis, metal ion complexation and solubility in supercritical carbon dioxide

Sadik Elshani, Hongshan Du, Kenneth E. Laintz, Nicholas R. Natale, Chien M. Wai, Nazar S.A. Elkarim, Richard A. Bartsch

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

A series of lariat ether carboxylic acids, O-benzylhydroxamates, and hydroxamic acids with fluorine-containing substituents is prepared. In general, the presence of fluorine-containing substituents is found to increase the solubility of the lariat ethers in supercritical carbon dioxide. Efficiencies of the fluorine-containing lariat ether carboxylic and hydroxamic acids are compared with those for nonfluorinated analogs in solvent extraction of lanthanide ions from aqueous solutions into chloroform. Responses of the fluorine-containing lariat ether O-benzylhydroxamates towards alkali metal cations in solvent polymeric membrane electrodes are compared with those analogous non-fluorinated compounds. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	4651-4657
Number of pages	7
Journal	Tetrahedron
Volume	56
Issue number	27
DOIs	https://doi.org/10.1016/S0040-4020(00)00380-X
State	Published - Jun 30 2000

Funding

The research conducted at the University of Idaho was supported by the National Science Foundation's EPSCoR Program, Grant #R11-8902065. The research performed at Texas Tech University was supported by the Division of Chemical Sciences of the Office of Basic Energy Sciences of the US Department of Energy, Grant DE-FG03-94ER14416.

Funder number
DE-FG03-94ER14416
11-8902065

Keywords

Complexation
Crown ethers
Solvents and solvent effects
Substituent effects

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10.1016/S0040-4020(00)00380-X

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Elshani, S., Du, H., Laintz, K. E., Natale, N. R., Wai, C. M., Elkarim, N. S. A., & Bartsch, R. A. (2000). Lariat ether carboxylic acids, O-benzylhydroxamates and hydroxamic acids with fluorinated substituents: Synthesis, metal ion complexation and solubility in supercritical carbon dioxide. Tetrahedron, 56(27), 4651-4657. https://doi.org/10.1016/S0040-4020(00)00380-X

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title = "Lariat ether carboxylic acids, O-benzylhydroxamates and hydroxamic acids with fluorinated substituents: Synthesis, metal ion complexation and solubility in supercritical carbon dioxide",

abstract = "A series of lariat ether carboxylic acids, O-benzylhydroxamates, and hydroxamic acids with fluorine-containing substituents is prepared. In general, the presence of fluorine-containing substituents is found to increase the solubility of the lariat ethers in supercritical carbon dioxide. Efficiencies of the fluorine-containing lariat ether carboxylic and hydroxamic acids are compared with those for nonfluorinated analogs in solvent extraction of lanthanide ions from aqueous solutions into chloroform. Responses of the fluorine-containing lariat ether O-benzylhydroxamates towards alkali metal cations in solvent polymeric membrane electrodes are compared with those analogous non-fluorinated compounds. (C) 2000 Elsevier Science Ltd.",

keywords = "Complexation, Crown ethers, Solvents and solvent effects, Substituent effects",

author = "Sadik Elshani and Hongshan Du and Laintz, \{Kenneth E.\} and Natale, \{Nicholas R.\} and Wai, \{Chien M.\} and Elkarim, \{Nazar S.A.\} and Bartsch, \{Richard A.\}",

note = "Funding Information: The research conducted at the University of Idaho was supported by the National Science Foundation's EPSCoR Program, Grant \#R11-8902065. The research performed at Texas Tech University was supported by the Division of Chemical Sciences of the Office of Basic Energy Sciences of the US Department of Energy, Grant DE-FG03-94ER14416. ",

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doi = "10.1016/S0040-4020(00)00380-X",

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volume = "56",

pages = "4651--4657",

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issn = "0040-4020",

publisher = "Elsevier Ltd",

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Lariat ether carboxylic acids, O-benzylhydroxamates and hydroxamic acids with fluorinated substituents: Synthesis, metal ion complexation and solubility in supercritical carbon dioxide. / Elshani, Sadik; Du, Hongshan; Laintz, Kenneth E. et al.
In: Tetrahedron, Vol. 56, No. 27, 30.06.2000, p. 4651-4657.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Lariat ether carboxylic acids, O-benzylhydroxamates and hydroxamic acids with fluorinated substituents

T2 - Synthesis, metal ion complexation and solubility in supercritical carbon dioxide

AU - Elshani, Sadik

AU - Du, Hongshan

AU - Laintz, Kenneth E.

AU - Natale, Nicholas R.

AU - Wai, Chien M.

AU - Elkarim, Nazar S.A.

AU - Bartsch, Richard A.

N1 - Funding Information: The research conducted at the University of Idaho was supported by the National Science Foundation's EPSCoR Program, Grant #R11-8902065. The research performed at Texas Tech University was supported by the Division of Chemical Sciences of the Office of Basic Energy Sciences of the US Department of Energy, Grant DE-FG03-94ER14416.

PY - 2000/6/30

Y1 - 2000/6/30

N2 - A series of lariat ether carboxylic acids, O-benzylhydroxamates, and hydroxamic acids with fluorine-containing substituents is prepared. In general, the presence of fluorine-containing substituents is found to increase the solubility of the lariat ethers in supercritical carbon dioxide. Efficiencies of the fluorine-containing lariat ether carboxylic and hydroxamic acids are compared with those for nonfluorinated analogs in solvent extraction of lanthanide ions from aqueous solutions into chloroform. Responses of the fluorine-containing lariat ether O-benzylhydroxamates towards alkali metal cations in solvent polymeric membrane electrodes are compared with those analogous non-fluorinated compounds. (C) 2000 Elsevier Science Ltd.

AB - A series of lariat ether carboxylic acids, O-benzylhydroxamates, and hydroxamic acids with fluorine-containing substituents is prepared. In general, the presence of fluorine-containing substituents is found to increase the solubility of the lariat ethers in supercritical carbon dioxide. Efficiencies of the fluorine-containing lariat ether carboxylic and hydroxamic acids are compared with those for nonfluorinated analogs in solvent extraction of lanthanide ions from aqueous solutions into chloroform. Responses of the fluorine-containing lariat ether O-benzylhydroxamates towards alkali metal cations in solvent polymeric membrane electrodes are compared with those analogous non-fluorinated compounds. (C) 2000 Elsevier Science Ltd.

KW - Complexation

KW - Crown ethers

KW - Solvents and solvent effects

KW - Substituent effects

UR - https://www.scopus.com/pages/publications/0034733533

U2 - 10.1016/S0040-4020(00)00380-X

DO - 10.1016/S0040-4020(00)00380-X

M3 - Article

AN - SCOPUS:0034733533

SN - 0040-4020

VL - 56

SP - 4651

EP - 4657

JO - Tetrahedron

JF - Tetrahedron

IS - 27

ER -

Lariat ether carboxylic acids, O-benzylhydroxamates and hydroxamic acids with fluorinated substituents: Synthesis, metal ion complexation and solubility in supercritical carbon dioxide

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Keywords

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