A novel receptor based on a C-3v-symmetrical PN3-calix[6]cryptand

A C-3v-symmetrical PN3-calix[6]cryptand was prepared in six steps from the known 1,3,5-tris-methylated calix[6]arene through a remarkably efficient [1 + 1] macrocyclization reaction. A H-1 NMR study showed that the P,N-crypto cap rigidifies the whole edifice in a cone conformation ideal for molecula...

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Published inJournal of organic chemistry Vol. 69; no. 20; pp. 6886 - 6889
Main Authors Zeng, XS, Hucher, N, Reinaud, O, Jabin
Format Journal Article
LanguageEnglish
Published WASHINGTON Amer Chemical Soc 01.10.2004
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:A C-3v-symmetrical PN3-calix[6]cryptand was prepared in six steps from the known 1,3,5-tris-methylated calix[6]arene through a remarkably efficient [1 + 1] macrocyclization reaction. A H-1 NMR study showed that the P,N-crypto cap rigidifies the whole edifice in a cone conformation ideal for molecular recognition applications. The ability of this new receptor to perform selective endo-complexation is illustrated with ammonium guests.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo048814b