Chemoenzymatic synthesis and biological evaluation of enantiomerically enriched 1-(β-hydroxypropyl) imidazolium- and triazolium-based ionic liquids
Paweł Borowiecki , Małgorzata Milner-Krawczyk , Jan Plenkiewicz
AbstractRacemic 1-(β-hydroxypropyl)azoles were prepared by solvent-free direct regioselective ring opening of 1,2-propylene oxide with imidazole or 1,2,4-triazole. Lipase-catalyzed transesterification of alcohols with vinyl acetate resulted in kinetic enantiomers resolution. Separated (S)-enantiomers of (+)-1-(1H-imidazol-1-yl)propan-2-ol and (+)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol were quaternized with alkyl bromides or iodides, yielding novel optically active ionic liquids. Racemic salts were tested against a wide range of microorganisms.
|Journal series||Beilstein Journal of Organic Chemistry, ISSN 1860-5397|
|Publication size in sheets||0.5|
|Keywords in English||antibiotics, antifungal agents, double derivatization, enzyme catalysis, ionic liquids|
|Score|| = 30.0, 02-02-2020, ArticleFromJournal|
= 30.0, 02-02-2020, ArticleFromJournal
|Publication indicators||= 13; = 10; : 2013 = 0.78; : 2013 = 2.82 (2) - 2013=2.656 (5)|
|Citation count*||4 (2015-03-03)|
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or Perish system.