Calix[6]tris(thio)ureas: heteroditopic receptors for the cooperative binding of organic ion pairs.
Identifieur interne : 000D56 ( Main/Exploration ); précédent : 000D55; suivant : 000D57Calix[6]tris(thio)ureas: heteroditopic receptors for the cooperative binding of organic ion pairs.
Auteurs : Mélanie Hamon [France] ; Mickaël Ménand ; Stéphane Le Gac ; Michel Luhmer ; Vincent Dalla ; Ivan JabinSource :
- The Journal of organic chemistry [ 1520-6904 ] ; 2008.
English descriptors
- KwdEn :
- Binding Sites, Calixarenes (chemical synthesis), Calixarenes (chemistry), Ions (chemistry), Magnetic Resonance Spectroscopy (methods), Magnetic Resonance Spectroscopy (standards), Molecular Conformation, Phenols (chemical synthesis), Phenols (chemistry), Reference Standards, Stereoisomerism, Thiourea (analogs & derivatives), Thiourea (chemical synthesis), Thiourea (chemistry), Urea (analogs & derivatives), Urea (chemical synthesis), Urea (chemistry).
- MESH :
- chemical , analogs & derivatives : Thiourea, Urea.
- chemical , chemical synthesis : Calixarenes, Phenols, Thiourea, Urea.
- chemical , chemistry : Calixarenes, Ions, Phenols, Thiourea, Urea.
- methods : Magnetic Resonance Spectroscopy.
- standards : Magnetic Resonance Spectroscopy.
- Binding Sites, Molecular Conformation, Reference Standards, Stereoisomerism.
Abstract
The straightforward syntheses of C3v symmetrical calix[6]trisureas and -thiourea have been achieved. NMR studies have shown that these flexible compounds possess a major cone conformation. While these neutral hosts can strongly bind anions such as AcO(-) or HSO4(-) through induced fit processes, they can also behave as unique heteroditopic receptors for organic ion pairs with a remarkable positive cooperativity in the complexation process, the anion acting as an allosteric effector.
DOI: 10.1021/jo800712q
PubMed: 18712925
Affiliations:
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synthesis" xml:lang="en"><term>Calixarenes</term><term>Phenols</term><term>Thiourea</term><term>Urea</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Calixarenes</term><term>Ions</term><term>Phenols</term><term>Thiourea</term><term>Urea</term></keywords><keywords scheme="MESH" qualifier="methods" xml:lang="en"><term>Magnetic Resonance Spectroscopy</term></keywords><keywords scheme="MESH" qualifier="standards" xml:lang="en"><term>Magnetic Resonance Spectroscopy</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Binding Sites</term><term>Molecular Conformation</term><term>Reference Standards</term><term>Stereoisomerism</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The straightforward syntheses of C3v symmetrical calix[6]trisureas and -thiourea have been achieved. NMR studies have shown that these flexible compounds possess a major cone conformation. While these neutral hosts can strongly bind anions such as AcO(-) or HSO4(-) through induced fit processes, they can also behave as unique heteroditopic receptors for organic ion pairs with a remarkable positive cooperativity in the complexation process, the anion acting as an allosteric effector.</div></front></TEI><affiliations><list><country><li>France</li></country><region><li>Haute-Normandie</li><li>Région Normandie</li></region><settlement><li>Le Havre</li></settlement><orgName><li>Université du Havre</li></orgName></list><tree><noCountry><name sortKey="Dalla, Vincent" sort="Dalla, Vincent" uniqKey="Dalla V" first="Vincent" last="Dalla">Vincent Dalla</name><name sortKey="Jabin, Ivan" sort="Jabin, Ivan" uniqKey="Jabin I" first="Ivan" last="Jabin">Ivan Jabin</name><name sortKey="Le Gac, Stephane" sort="Le Gac, Stephane" uniqKey="Le Gac S" first="Stéphane" last="Le Gac">Stéphane Le Gac</name><name sortKey="Luhmer, Michel" sort="Luhmer, Michel" uniqKey="Luhmer M" first="Michel" last="Luhmer">Michel Luhmer</name><name sortKey="Menand, Mickael" sort="Menand, Mickael" uniqKey="Menand M" first="Mickaël" last="Ménand">Mickaël Ménand</name></noCountry><country name="France"><region name="Région Normandie"><name sortKey="Hamon, Melanie" sort="Hamon, Melanie" uniqKey="Hamon M" first="Mélanie" last="Hamon">Mélanie Hamon</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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