| Autor: |
Scully PA; Department of Chemistry and Biochemistry, Ebaugh Laboratories, Denison University, Granville, Ohio 43023, USA., Hamilton TM, Bennett JL |
| Jazyk: |
angličtina |
| Zdroj: |
Organic letters [Org Lett] 2001 Aug 23; Vol. 3 (17), pp. 2741-4. |
| DOI: |
10.1021/ol016346b |
| Abstrakt: |
[reaction: see text]. Tetramethoxy-p-tert-butylcalix[4]arene reacts readily with n-butyllithium to give a putative monolithiated intermediate that is substituted with alkyl halides and carbon dioxide to give in 60-75% yield conformationally mobile calix[4]arenes monosubstituted at the methylene bridge (2-position). 2-Alkyl- and 2-benzyl-substituted tetramethoxycalix[4]arenes are converted in 62-68% overall yield to the corresponding tetrahydroxy-p-tert-butylcalix[4]arenes by treatment with boron tribromide. The tetrahydroxy-p-tert-butylcalix[4]arenes exist in the cone conformation at room temperature in CDCl3 as judged by NMR spectroscopy. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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