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The influence of organic solvent and ionic liquids on the selective formation of 2‐(2‐ethylhexyl)‐3‐phenyl‐1,2‐oxaziridine mediated by lipases
Author(s) -
Bitencourt Thiago Bergler,
Nascimento Maria da Graça
Publication year - 2010
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.1778
Subject(s) - chemistry , ionic liquid , solvent , hydrogen peroxide , organic chemistry , urea , oxaziridine , medicinal chemistry , organic solvent , catalysis , chemical engineering , engineering
This paper describes the influence of the addition of ionic liquids (ILs) based on [BMIm][X], where [X] = SCN, Cl, BF 4 , and PF 6 , on the chemo‐enzymatic oxidation of N ‐benzyliden‐2‐ethylhexylamine to form the corresponding E‐ and Z ‐isomers of oxaziridines mediated by Pseudomonas sp . (PSL) and Candida antarctica (CAL‐B) lipases in various organic solvents at room temperature (25 °C) with urea hydrogen peroxide (UHP). The results showed that the use of different organic solvents in the presence of ILs, critically changes the conversions (5–99%) and the isomeric ratio E : Z , (50–100% E ‐isomer) of the products formed. Copyright © 2010 John Wiley & Sons, Ltd.