2011 Fiscal Year Final Research Report

Construction and capability of optically active molecular sheets composed of helicene

Research Project

Project/Area Number	22790004
Research Category	Grant-in-Aid for Young Scientists (B)
Allocation Type	Single-year Grants
Research Field	Chemical pharmacy
Research Institution	Kanagawa University of Human Services
Principal Investigator	YASUI Yoshizumi 神奈川県立保健福祉大学, 保健福祉学部, 講師 (10432410)
Project Period (FY)	2010 – 2011
Keywords	有機分子 / 超分子化学 / 自己組織化 / 光学分割 / 分離膜
Research Abstract	In this project, we set up our goal to construct optically active molecular membranes through aggregation of cyclic helicene trimers. Such optically active membranes can be used for the separation of enantiomers : optically active samples will be available through simple membrane filtration. The molecular sheet will be fabricated through hydrogen-bonding network between cyclic helicene trimers having 2, 6-diamidopyridines on each m-phenylene parts, and diamides Cyclic helicene trimers possessing one or three diamidopyridines were synthesized. Diiodobenzene derivative having Boc-protected 2, 6-diamidopyridine moiety was reacted with diethynyl helicene trimer by the Sonogashira condition. After cleavage of the Boc group, desired cyclic helicene trimer was obtained. Similarly, cyclic helicene trimer having three diamidopyridines was synthesized. The assembly of these cyclic compounds with diimides was studied by 1H NMR, CD, UV and AFM.