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A general method for obtaining calix[4]arene derivatives in the 1,2-alternate conformation
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Publication details
| Journal | Tetrahedron |
|---|---|
| Date | Accepted/In press - 9 Aug 2016 |
| Date | E-pub ahead of print - 13 Aug 2016 |
| Date | Published (current) - 13 Oct 2016 |
| Issue number | 41 |
| Volume | 72 |
| Number of pages | 8 |
| Pages (from-to) | 6348-6355 |
| Early online date | 13/08/16 |
| Original language | English |
Abstract
The 1,2-alternate conformation, so far the least accessible atropisomer of calix[4]arene, is now easily available on a gram scale. The entire synthetic sequence consists of only two steps—(a) proximal dialkylation (R1-I, NaH/DMF), and (b) another subsequent dialkylation (R2-I, Me3SiOK/THF). The selection of appropriate base/solvent combinations in both stages was the key prerequisite for the successful preparation of the 1,2-alternate conformers, which are available without the use of any protecting groups.
- 1,2-Alternate, Alkylation, Calixarene, Conformation, Conformational mobility, Partial cone
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