摘要
R(-)四氢噻唑-2-硫酮-4-羧酸[简称R(-)TTCA]可作为检查尿样中CS2含量的标准试剂,我们对其结构[1]及性质进行了研究,发现它有很好的手性识别功能,可作为新的拆分试剂对R,S-α-苯乙胺进行拆分.光学活性的α-苯乙胺已被广泛地用来代替光...
Racemic R , S α phenylethylamine was resolved by R (-) thiazolidine 2 thione 4 carboxylic acid R (-)TTCA as a new resolving agent, R (-)TTCA\5 S (-) α phenylethylamine salt α 20 D=-53.14°, optically active R (+) α phenylethylamine(94.45% e.e. ) and S(-) α phenylethylamine(82.1% e.e. ) were obtained. R (-) TTCA as a new resolving agent has not been reported. The optimized configuration and electronic structures of R and S α phenylethylamines have been studied using quantum chemistry PM3 method. The crystal structures of R (-) TTCA\5 S (-) α phenylethylamine salt( R S configuration) and R (-) TTCA\5 R (+) α phenylethylamine salt ( R R configuration) have been established by X ray diffraction. They crystallize in a monoclinic system. Space group is P 2 1. The cell parameters of R S configuration were obtained: a =1.387 8(2) nm, b =0.664 05(10) nm, c =1.580 0(2) nm; β = 90.844(10)°, Z =4. Those of R R configuration were also obtained: a =1.080 6(2) nm, b = 0.584 80(12) nm, c =1.218 8(2) nm, β =110.38(3)°, V =0.722 0 nm 3, Z =2. There exist intermolecular hydrogen bonds in crystals of R S configuration and R R configuration. The hydrogen bond number in unit cell of R S configuration is two times that of R R configuration. Thus R S configuration was formed faster than R R configuration in solution reaction process, we can resolve R , S α phenylethylamine by using R (-)TTCA.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
1998年第5期757-759,共3页
Chemical Journal of Chinese Universities
基金
国家自然科学基金
吉林大学超分子结构与谱学开放实验室资助
关键词
TTCA
TTCA
拆分试剂
四氢噻唑
硫酮羧酸
苯乙胺
R (-)Thiazolidine 2 thione 4 carboxylic acid, Resolution, R , S α Phenylethylamine, Crystal structure, Electronic structure
