A series of bis-calixarene derivatives 4a-h (cone conformation) linked through the phenolic oxygens with the help of a single aliphatic chain (lower rim-lower rim connection) was obtained in high yields (50-80%) by alkylation of 25, 26, 27-tripropoxy-28-hydroxycalixarenes 2a, 2b with 0.5 equiv. of Br-(CH2)n-Br in the presence of NaH. The same reaction with excess dibromides yielded corresponding bromoalkyl derivatives 3a-c which were used for construction of oligo-calixarenes (bis, tris, pentakis) - a new family of calixarene derivatives representing the first step on the way towards the calixarene-based dendrimers. The metal complexation behavior of newly prepared compounds was investigated with the help of 1H NMR spectroscopy.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry