102014-92-6Relevant academic research and scientific papers
Derivatization of secondary aliphatic alcohols to picolinates - A new option for HPLC analysis with chiral stationary phase
Nishimura, Keita,Tanabe, Shuhei,Shinohara, Riku,Kobayashi, Yuichi
, p. 273 - 282 (2019/04/27)
Derivatization of secondary alcohols (R1R2CHOH) to benzoates has frequently employed to determine enantiomer ratios using HPLC with chiral stationary phase (CSP). However, a small difference in substituents (R1, R2) often results in insufficient separation. To find an alternative derivatization that detects such a small difference, picolinates (2-pyridyl-CO2CHR1R2) possessing Me/Et, Me/vinyl, Me/acetylenic, Et/n-Pr, and n-Pr/allyl substituents were prepared and separation efficiency was compared with that of benzoates (PhCO2CHR1R2). Eight commercially available CSPs containing carbamates or benzoates of cellulose and amylose were examined to find that retention factors (k'1 and k'2) and resolution (Rs) of picolinates were greater than those of the corresponding benzoates and that good to excellent Rs values (≥1.25) were recorded over a wide range of CSPs.
Sonogashira coupling reactions in biodegradable ionic liquids derived from nicotinic acid
Harjani, Jitendra R.,Abraham, Theodore J.,Gomez, Alwyn T.,Garcia, M. Teresa,Singer, Robert D.,Scammells, Peter J.
experimental part, p. 650 - 655 (2010/08/22)
The biodegradable ionic liquids, 3-butoxycarbonyl-1-methylpyridinium bis(trifluoromethanesulfonyl)imides (1a-d), have been evaluated as solvents for copper- and phosphine-free Sonogashira coupling reactions. The stability of these ionic liquids toward basic conditions was analysed in order to further probe their utility for transition metal catalyzed reactions which require the presence of a base.
