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Regioselective synthesis of calixcrowns derived from p-tert-butylcalix[5]arene

✍ Scribed by Dagmar Kraft; Ralf Arnecke; Volker Böhmer; Walter Vogt

Publisher
Elsevier Science
Year
1993
Tongue
French
Weight
476 KB
Volume
49
Category
Article
ISSN
0040-4020

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✦ Synopsis

Alkylation of p-rert-butylcalix[5]arene with oligoethylene glycol-ditosylates in the presence of CsF affords the 1,3-bridged calix[S]crowns la-c in 51 to 72% yield. In the case of hexaethylene glycol the isomeric 1,2-bridged calix[5]crown-7 2c was obtained additionally. The calixcrowns were further modified by alkylation of the remaining hydroxyl groups.

📜 SIMILAR VOLUMES

Regioselective intramolecular bridging o
Regioselective intramolecular bridging of p-tert-butylcalix[7]arene
✍ Marco Martino; Carmine Gaeta; Luisa Gregoli; Placido Neri 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 168 KB

The first examples of singly bridged calix [7]arenes 2-4 have been obtained by base-promoted direct O-alkylation of p-tert-butylcalix [7]arene with a variety of bis-electrophiles including BrCH 2 Cl, oligoethylene glycol ditosylates, and 1,4-bis(bromomethyl)benzene. 1,2-Bridging was favored with 'sh