Structural Studies of Stereo-selective Inclusion of Guest Molecules by Chiral Host Molecules

Research Project

Project/Area Number	60580043
Research Category	Grant-in-Aid for General Scientific Research (C)
Allocation Type	Single-year Grants
Research Field	結晶学
Research Institution	Shimane University (1986) Osaka University (1985)
Principal Investigator	FUJIWARA Takaji Faculty of Science, Shimane University, 理学部, 教授 (10028847)
Project Period (FY)	1985 – 1986
Project Status	Completed (Fiscal Year 1986)
Budget Amount *help	¥1,900,000 (Direct Cost: ¥1,900,000) Fiscal Year 1986: ¥500,000 (Direct Cost: ¥500,000) Fiscal Year 1985: ¥1,400,000 (Direct Cost: ¥1,400,000)
Keywords	Z-ray Structure Analysis / Inclusion Compounds / Resolution of Racemic Compounds / <beta> -Cyclodextrin / <delta> -Cyclodextrin / ホスト・ゲストの構造 / 結晶性アレスリン / サリチル酸
Research Abstract	Structure of <delta> -cyclodextrin, composed of nine D-glucopyranose units, is similar to those of <alpha> -, <beta> -, and <gamma> -cyclodextrin at R=0.35 stage. Structure of <beta> -cyclodextrin 11.6 <H_2> O was determined at -80゜C, The results show the water molecules in the host-cavity seem to be rearranged at -46゜C. Structure of <beta> -cyclodextrin.salicylic acid molecular complex was determined and was compared with that of <beta> -cyclodextrin.aspirin.salicylic acid complex. From the results, the cavity of <beta> -cyclodextrin can recognize the shape of guest molecules, and includes the guests by closest van der Waals contacts between host-guest and guest-guest molecules. Molecular complexes between <beta> -cyclodextrin and R,S-methyl-p-trylsulfoxide, S-methyl-p-trylsulfoxide, and R,R,R-, S,S,S-allethrin were crystallized and their crystal structures were determined. Although the host structures were clearly elucidated, the guests were in highly disordered state in the three host-guest complexes.