无手性环己酮缩乙二醇的对映异构体结晶和绝对结构的测定。

Crystallization of an achiral cyclohexanone ethylene ketal in enantiomorphs and determination of the absolute structure.

机构信息

Química Orgánica, Centro Politécnico Superior-Instituto de Nanociencia de Aragón, Universidad de Zaragoza, 50015 Zaragoza, Spain.

出版信息

J Am Chem Soc. 2010 Jun 16;132(23):7862-3. doi: 10.1021/ja1025062.

DOI:10.1021/ja1025062

PMID:20491508

Abstract

The achiral 4-methoxy-4-(p-methoxyphenyl)-cyclohexanone ethylene ketal (1) resolves spontaneously. The crystal structure is solved in chiral spatial group P2(1). Because compound 1 is composed of only light atoms (C, H, O) it is not possible to determine its absolute structure configuration. An efficient procedure for the absolute structure configuration determination of flexible molecules containing only light atoms is proposed, based on the combination of X-ray diffraction, solid-state VCD, and DFT calculations.

摘要

手性 4-甲氧基-4-(对甲氧基苯基)-环己酮缩乙二醇（1）自发拆分。晶体结构解析于手性空间群 P2(1)。由于化合物 1 仅由轻原子（C、H、O）组成，因此无法确定其绝对结构构型。本文提出了一种基于 X 射线衍射、固态 VCD 和 DFT 计算相结合的方法，用于确定仅包含轻原子的柔性分子的绝对结构构型。