Synthesis of thiacalix[4]arene task-specific ionic liquids

• Published in: Phosphorus, sulfur, and silicon and the related elements Vol. 191; no. 2; pp. 174 - 179
• Main Authors: Iampolska, Anna D., Kharchenko, Sergiy G., Voitenko, Zoya V., Shishkinа, Svetlana V., Ryabitskii, Alexey B., Kalchenko, Vitaly I.
• Format: Journal Article
• Language: English
• Published: ABINGDON Taylor & Francis 01.02.2016; Taylor & Francis Ltd
• Subjects: Chemistry; Chemistry, Inorganic & Nuclear; Chemistry, Organic; complexation; imidazolium salts; ionic liquids; Ions; Liquids; Physical Sciences; Science & Technology; Solvents; Sulfur; Thiacalixarenes; SOLVENT-EXTRACTION; COMPLEXATION PROPERTIES; THIACALIXARENE; URANIUM(VI); FACILE SYNTHESIS; Thiacalixarenes; imidazolium salts; P-TERT-BUTYLPHENOL; ionic liquids; SEPARATION; complexation; METAL-IONS; DERIVATIVES; ACTINIDE
• ISSN: 1042-6507; 1563-5325
• DOI: 10.1080/10426507.2015.1079201

The preparative methods for the synthesis of imidazolium and pyridinium room temperature task-specific ionic liquids possessing thiacalix[4]arene complexing groups in cationic or anionic fragments of the molecule are described. The cationic imidazolium and pyridinium derivatives of tetrabuthoxythiacalixarene existing in the conformation 1,3-alternate are capable to bind "soft" metal cations due to cooperative cation-π and ion-dipole interactions with spatially contiguous benzene rings and oxygen atoms of the thiacalixarene platform. The cone-shaped imidazolium salts of the tetrahydroxythiacalix[4]arene sulfonic acid can chelate cations of transition metals, lanthanides, and actinides by oxygen and sulfur atoms at the lower rim of macrocycle.