Stable complexes of tertiary ammonia derivative of phenothiazine with tertramethylsulfonated resorcin[4]arenes obtained under substoichiometric conditions |
| |
Authors: | Ella Kh. Kazakova Victor V. Syakaev Julia E. Morozova Nelly A. Makarova Liya A. Muslinkina Gennady A. Evtugyn Alexander I. Konovalov |
| |
Affiliation: | (1) A.E. Arbuzov Institute of Organic & Physical Chemistry, Russian Academy of Sciences, Kazan, Russia;(2) A.M. Butlerov Chemical Institute, Kazan State University, Kazan, Russia;(3) Present address: INO, 2740 rue Einstein, Quebec, QC, Canada, G1P 4S4 |
| |
Abstract: | Eight water insoluble complexes of tetramethylsulfonated calix[4]resorcinarenes 1 and 2 (–CH3 and –C5H11) with phenothiazine derivative, 3, were obtained under substoichiometric conditions by mixing aqueous solutions of the initial reagents. It was found that complexation of cationic 3 by macrocycles was provided by both Coulomb interaction with the negative sulfonato-groups on the upper rim and by cation-π interactions with the aromatic cavity. The complexes precipitated and, therefore, were studied in organic solvents—DMSO, CD3OD, and CDCl3 using IR-, UV-, and NMR- spectroscopy. Formation of the complexes accompanied by gradual dehydratation of the host—estimated quantity of water in the complexes decreased with increase of the initial concentration of 3. Driving forces of precipitation and complexation, the role of water coordinated by the hosts, and distribution of phenothiazine derivative between two kinds of binding sites are discussed. |
| |
Keywords: | Host-guest systems Association Multiple interactions Self-diffusion Phenothiazine Resorcinarene |
本文献已被 SpringerLink 等数据库收录! |
|