Autor: |
Groenen, L.C., Groenen, Leo C., Ruel, Bianca H.M., Casnati, Alessandro, Timmerman, P., Verboom, Willem, Harkema, Sybolt, Pochini, Andrea, Ungaro, Rocco, Reinhoudt, David |
Přispěvatelé: |
Faculty of Science and Technology, Molecular Nanofabrication |
Rok vydání: |
1991 |
Předmět: |
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Zdroj: |
Tetrahedron letters, 0(32), 2675-2678. Elsevier |
ISSN: |
0040-4039 |
DOI: |
10.1016/s0040-4039(00)78816-2 |
Popis: |
In DMF or acetonitrile with NaH as a base at room temperature the tetraalkylation of calix[4]arenes 1a and 1b proceeds via the syn-1,2-disubstituted products to the tetraalkylated calix[4]arenes in the cone conformation. With KH as a base the tetraalkylated calix[4]arenes are predominantly formed in the partial cone conformation, and the reaction proceeds via both the syn-1,3-di and the syn-1,2-disubstituted products. Also the solvent influences the pathway via which tetraalkylation takes place. The syn-1,2-disubstituted calix[4]arenes 4-6 can be isolated in 15-55 % from the NaH/DMF or MeCN reactions when only 2.2 equiv of the electrophile are used. |
Databáze: |
OpenAIRE |
Externí odkaz: |
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