Research on preparation of chiral material utilizing chiral crystallization and related phenomenon

2015 Fiscal Year Final Research Report

• Project/Area Number: 25670006
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Chemical pharmacy
• Research Institution: Toho University
• Principal Investigator: AZUMAYA Isao 東邦大学, 薬学部, 教授 (50276755)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Keywords: キラリティー / 結晶構造 / 分子間相互作用 / 立体化学

Outline of Final Research Achievements

Chiral crystallization is the phenomenon of obtaining optically active crystals from a solution of optically inactive compounds. In this research, we synthesized aromatic sulfonamides having various substituents on their aromatic rings and searched for compounds which show chiral crystallization using a simple screening method for crystallization conditions. For aromatic sulfonamides having indole moiety on amide nitrogen, 11 out of 47 compounds showed chiral crystallization. The ratio was very much higher than that of general achiral compounds or other aromatic sulfonamides we previously examined. A detailed investigation on the crystal structures of these aromatic sulfonamides suggested that a phenomenon of chiral crystallization is closely related to intermolecular interactions and their shape of molecule. The results of this research will contribute to elucidation of origin of chirality during crystallizations.

Free Research Field

有機立体化学