著者
西郷 和彦
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.64, no.12, pp.1240-1250, 2006-12-01 (Released:2010-10-20)
参考文献数
19
被引用文献数
5 5

We carried out systematic studies on the preferential and diastereomeric crystallizations with the aid of X-ray crystallographic analyses and found that there is high correlation in molecular length between a target racemate and a derivatizing/resolving agent. On the basis of the results, we proposed relative molecular length and CH/π rules. The rules were applied to the development of non-natural enantiopure compounds, which were highly useful in asymmetric syntheses, chiral polyamide synthesis, and so on. Recent results concerned with the enantioseparation by phosphonothioic and phosphinothioic acids and with the asymmetric synthesis of phosphorothioates are also described.
著者
金原 数 西郷 和彦
出版者
The Crystallographic Society of Japan
雑誌
日本結晶学会誌 (ISSN:03694585)
巻号頁・発行日
vol.38, no.6, pp.414-420, 1996-12-30 (Released:2010-09-30)
参考文献数
14
被引用文献数
1 1

X-ray crystallographic studies were carried out for conglomerate salts, racemic-compound salts, and enantiomerically pure salts of chiral primary amines with achiral mono-carboxylic acids. The crystal structures of the conglomerate salts revealed that these crystals can be regarded as being a supramolecular assembly of a characteristic columnar hydrogen-bond network, in which the ammonium cations and the carboxylate anions are aligned around a twofold screw axis (21-column) . On the other hand, the crystal structures of the racemic-compound salts could be roughly classified into two types. One type is a crystal consisting of 21columns; the other type is a crystal consisting of a different type of columnar hydrogen-bond network, in which the ammonium cations and the carboxylate anions are related by inversion centers (i-column) .These results suggest that both the formation and the assembly of 21columns are essential in the formation of conglomerates for these salts.