Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 68, Issue 9, Pages 3416-3419Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo026642h
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The first C-3nu-symmetrical calix[6](aza)crown 8 has been obtained in five steps from X6H3Me3 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 H-1 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.
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