Abstract
Alkylation of the tetrahydroxy-tetraoxocalix[4]arene 5 with n-butyl bromide proceeds in a stereoselective fashion and affords exclusively a single atropisomer of the tetraoxocalix[4]arene tetrabutyl ether derivative. Reaction with MeLi followed by fourfold acid-catalyzed elimination of water affords the rigid calix[4]radialene 8. The crystal structure of 8 corroborated the proposed calixradialene structure and indicated an 1,3-alternate arrangement of the rings.
| Original language | English |
|---|---|
| Pages (from-to) | 3221-3225 |
| Number of pages | 5 |
| Journal | European Journal of Organic Chemistry |
| Volume | 2015 |
| Issue number | 15 |
| DOIs | |
| State | Published - May 2015 |
Keywords
- Calixarenes
- Cyclophanes
- Macrocycles
- Nucleophilic substitution
- Stereochemistry
All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
- Organic Chemistry
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