First C3v-symmetrical calix[6](aza)crown.
Identifieur interne : 001452 ( Main/Exploration ); précédent : 001451; suivant : 001453First C3v-symmetrical calix[6](aza)crown.
Auteurs : Ivan Jabin [France] ; Olivia ReinaudSource :
- The Journal of organic chemistry [ 0022-3263 ] ; 2003.
Abstract
The first C(3v)-symmetrical calix[6](aza)crown 8 has been obtained in five steps from X(6)H(3)Me(3) 3. The key-step introduction of the triple bridge at the small rim has been achieved through reaction of a tris-arylsulfonamide derivative of tren 1 and tris-tosylcalix[6]arene 6. A (1)H NMR study has shown that the tripodal cap rigidifies the whole edifice, preventing ring inversion and constraining the calixarene core in a straight cone conformation.
DOI: 10.1021/jo026642h
PubMed: 12713340
Affiliations:
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Le document en format XML
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<front><div type="abstract" xml:lang="en">The first C(3v)-symmetrical calix[6](aza)crown 8 has been obtained in five steps from X(6)H(3)Me(3) 3. The key-step introduction of the triple bridge at the small rim has been achieved through reaction of a tris-arylsulfonamide derivative of tren 1 and tris-tosylcalix[6]arene 6. A (1)H NMR study has shown that the tripodal cap rigidifies the whole edifice, preventing ring inversion and constraining the calixarene core in a straight cone conformation.</div>
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