Synthesis and electrochemical behavior of inclusion complexes based on β-cyclodextrin and alkylaromatic compounds: Electrochemical carboxylation of the β-cyclodextrin-1-(4-isobutylphenyl)ethylchloride inclusion complex on a glassy-carbon cathode in anhydrous dimethylformamide |
| |
| Authors: | A A Stepanov M K Grachev G I Kurochkina S V Sipin V A Grinberg |
| |
| Institution: | (1) Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 117812, Russia;(2) Moscow State Pedagogical University, ul. Malaya Pirogovskaya 1, Moscow, 115409, Russia;(3) Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, Leninskii pr. 31, Moscow, 119071, Russia |
| |
| Abstract: | Inclusion complexes of β-cyclodextrin with alkylaromatic compounds β-cyclodextrin-1-(4-isobutylphenyl)ethylchloride in the “guest-host” molar ratio of 1 : 2 and β-cyclodextrin-methyl-(4-isobutylphenyl)ketone in the “guest-host” molar ratio of 1 : 1, are synthesized, isolated, and characterized. It is shown that preparative electrocarboxylation of the inclusion complex β-cyclodextrin-1-(4-isobutylphenyl)ethylchloride on a glassy-carbon cathode with a dissolving magnesium anode in dimethylformamide affords S-forms of 2-(4-isobutylphenyl)propionic acid (S-Ibuprofen) in a high enantiomeric excess (97%). In addition to the acid, a dimer and a hydride form from the corresponding intermediates. |
| |
| Keywords: | β -cyclodextrin inclusion complex electrocarboxylation S-Ibuprofen |
| 本文献已被 SpringerLink 等数据库收录！ |
|
