Upper rim substitution of thiacalix[4]arene

✍ Scribed by Pavel Lhoták; Michal Himl; Ivan Stibor; Jan Sykora; Ivana Cisarová

• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 258 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)01461-7

✦ Synopsis

Upper rim bromination of thiacalix [4]arene has been achieved for the first time using a distally disubstituted thiacalix[4]arene as a starting material. Depending on the bromine:thiacalix[4]arene ratios, the corresponding dibromo-and tetrabromo derivatives were obtained which opens the door for subsequent derivatisation of the upper rim of thiacalix[4]arenes. Interestingly, direct bromination of tetraalkylated compounds did not yield brominated derivatives. The structure of the tetrabromo derivative in the 1,3-alternate conformation was proven by X-ray crystallography.