Chemoselective recognition with phosphonate cavitands: the ephedrine over pseudoephedrine case

被引：7

作者：

Biavardi, Elisa ^{[1
]}

Ugozzoli, Franco ^{[1
]}

Massera, Chiara ^{[1
]}

机构：

[1] Univ Parma, Dept Chem, Parco Area Sci 17-A, I-43124 Parma, Italy

来源：

CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 16期

关键词：

TETRAPHOSPHONATE CAVITAND; CAPILLARY-ELECTROPHORESIS; MOLECULAR RECOGNITION; HOST; DERIVATIVES; SELECTIVITY; RESOLUTION; ALCOHOLS;

D O I：

10.1039/c4cc09387a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Complete discrimination of ephedrine and pseudoephedrine, both in solution and in the solid state, was achieved with a phosphonate cavitand receptor. The molecular origin of the epimer discrimination was revealed by the crystal structure of the respective complexes.

引用

页码：3426 / 3429

页数：4

共 25 条

[1] Selectivity and Enantiomeric Resolution in Inclusion Chemistry: A Systematic Study of Chiral Discrimination through Crystallization [J].

Bathori, Nikoletta B. ;

Nassimbeni, Luigi R. .

CRYSTAL GROWTH & DESIGN, 2010, 10 (04) :1782-1787

[2] Fully reversible guest exchange in tetraphosphonate cavitand complexes probed by fluorescence spectroscopy [J].

Biavardi, Elisa ;

Battistini, Gionata ;

Montalti, Marco ;

Yebeutchou, Roger M. ;

Prodi, Luca ;

Dalcanale, Enrico .

CHEMICAL COMMUNICATIONS, 2008, (14) :1638-1640

[3] Cavitand-Grafted Silicon Microcantilevers as a Universal Probe for Illicit and Designer Drugs in Water [J].

Biavardi, Elisa ;

Federici, Stefania ;

Tudisco, Cristina ;

Menozzi, Daniela ;

Massera, Chiara ;

Sottini, Andrea ;

Condorelli, Guglielmo G. ;

Bergese, Paolo ;

Dalcanale, Enrico .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (35) :9183-9188

[4] Exclusive recognition of sarcosine in water and urine by a cavitand-functionalized silicon surface [J].

Biavardi, Elisa ;

Tudisco, Cristina ;

Maffei, Francesca ;

Motta, Alessandro ;

Massera, Chiara ;

Condorelli, Guglielmo G. ;

Dalcanale, Enrico .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2012, 109 (07) :2263-2268

[5] Selective enclathration of picoline isomers by a resorcinarene host [J].

Caira, Mino R. ;

Le Roex, Tanya ;

Nassimbeni, Luigi R. .

CRYSTENGCOMM, 2006, 8 (03) :275-280

[6] Selectivity of a resorcinarene host for pentanol isomers [J].

Caira, MR ;

Le Roex, T ;

Nassimbeni, LR .

SUPRAMOLECULAR CHEMISTRY, 2004, 16 (08) :595-602

[7] Determination of Ephedrine and Pseudoephedrine by Field-Amplified Sample Injection Capillary Electrophoresis [J].

Deng, Dongli ;

Deng, Hao ;

Zhang, Lichun ;

Su, Yingying .

JOURNAL OF CHROMATOGRAPHIC SCIENCE, 2014, 52 (04) :357-362

[8] New phosphorylated hosts for the design of new supramolecular assemblies [J].

Dutasta, JP .

NEW ASPECTS IN PHOSPHORUS CHEMISTRY IV, 2004, 232 :55-91

[9] Study on the chiral recognition of the enantiomers of ephedrine derivatives with neutral and sulfated heptakis(2,3-O-diacetyl)-β-cyclodextrins using capillary electrophoresis, UV, nuclear magnetic resonance spectroscopy and mass spectrometry [J].

Hellriegel, C ;

Händel, H ;

Wedig, M ;

Steinhauer, S ;

Sörgel, F ;

Albert, K ;

Holzgrabe, U .

JOURNAL OF CHROMATOGRAPHY A, 2001, 914 (1-2) :315-324

[10] Chiral separation of ephedrines by liquid chromatography using β-cyclodextrins [J].

Herráez-Hernández, R ;

Campíns-Falcó, P .

ANALYTICA CHIMICA ACTA, 2001, 434 (02) :315-324

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