335097-03-5Relevant articles and documents
Synthesis of tertiary and quaternary amine derivatives from wood resin as chiral NMR solvating agents
Laaksonen, Tiina,Heikkinen, Sami,W?h?l?, Kristiina
, p. 20873 - 20886 (2015/12/23)
Chiral tertiary and quaternary amine solvating agents for NMR spectroscopy were synthesized from the wood resin derivative (+)-dehydroabietylamine (2). The resolution of enantiomers of model compounds [Mosher's acid (3) and its n-Bu4N salt (4)] (guests) by (+)-dehydroabietyl-N,N-dimethylmethanamine (5) and its ten different ammonium salts (hosts) was studied. The best results with 3 were obtained using 5 while with 4 the best enantiomeric resolution was obtained using (+)-dehydroabietyl-N,N-dimethylmethanaminium bis(trifluoromethane-sulfonimide) (6). The compounds 5 and 6 showed a 1:1 complexation behaviour between the host and guest. The capability of 5 and 6 to recognize the enantiomers of various α-substituted carboxylic acids and their n-Bu4N salts in enantiomeric excess (ee) determinations was demonstrated. A modification of the RES-TOCSY NMR pulse sequence is described, allowing the enhancement of enantiomeric discrimination when the resolution of multiplets is insufficient.
Chiral ionic liquids improved the asymmetric cycloaddition of CO 2 to epoxides
Zhang, Suling,Huang, Yongzhong,Jing, Huanwang,Yao, Weixuan,Yan, Peng
supporting information; experimental part, p. 935 - 938 (2010/04/23)
The new catalyst system of chiral SalenCo(OAc)/chiral ionic liquid was developed to catalyze the asymmetric cycloaddition reaction of CO2 and epoxides yielding the chiral cyclic carbonates. The synergistic effect between them is discussed.