摘要
手性化合物绝对构型的确定一直是有机化学特别是手性药物合成研究过程中经常遇到的问题之一.利用密度泛函DFT/B3LYP量子化学计算方法,通过计算两种已知旋光度分子的旋光度,确认计算条件和验证计算结果的可靠性,并将此方法应用于Soman旋光度的计算.结合文献报道的Soman分子实验旋光度测定结果,首次采用理论计算方法确定了梭曼(Soman)分子四个异构体的绝对构型,分别为P(R),C(S)-Soman→P(+)C(+),P(R),C(R)-Soman→P(+)C(-), P(S),C(S)-Soman→P(-)C(+),P(S),C(R)-Soman→P(-)C(-).
The determination of absolute configuration for chiral compounds is one of the most important problem in the organic chemisty, especially for chiral drug synthesis. Density functional theory (DFT/B3LYP) method with various basis sets were employed and verified by calculating the optical rotational properties of two tested chiral compounds, and than applied to the calculations of the optical rotational properties of soman to assign the absolute configuration of soman. The absolute configurations of four isomers for soman are P(R),C(S)-soman→P( + )C( + ), P(R),C(R)-soman→P( + )C(-), P(S),C(S)-soman→P(-)C( + ) and P(S),C(R)-soman→P(-)C(-).
出处
《化学学报》
SCIE
CAS
CSCD
北大核心
2006年第23期2333-2338,共6页
Acta Chimica Sinica
关键词
分子旋光度计算
DFT
梭曼
绝对构型
calculation of optical rotation
density functional theory
soman
absolute configuration