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First synthesis of adamantylated thiacalix[4]arenes

✍ Scribed by Elvira Shokova; Victor Tafeenko; Vladimir Kovalev


Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
128 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis


p-(1-Adamantyl)thiacalix[4]arene was synthesized both by condensation of p-(1-adamantyl)phenol with sulfur in the presence of NaOH and by alkylation of p-H -thiacalix[4]arene with 1-adamantanol in trifluoroacetic acid. Using the latter method, the first thiacalix[4]arene carboxylated at the upper rim was obtained from p-H-thiacalix [4]arene and 3-carboxy-1-adamantanol. The X-ray structural analysis revealed that p-(1-adamantyl)thiacalix [4]arene adopts a cone conformation leading to an inclusion complex with chloroform under the conditions of crystallization.


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