Optically active polymer chemistry based on planar chiral molecules

2014 Fiscal Year Final Research Report

• Project/Area Number: 24685018
• Research Category: Grant-in-Aid for Young Scientists (A)
• Allocation Type: Partial Multi-year Fund
• Research Field: Polymer chemistry
• Research Institution: Kyoto University
• Principal Investigator: MORISAKI Yasuhiro 京都大学, 工学(系)研究科(研究院), 講師 (60332730)
• Project Period (FY): 2012-04-01 – 2015-03-31
• Keywords: 面性不斉 / シクロファン / 光学活性 / 円偏光発光

Outline of Final Research Achievements

There are many reports on planar chiral monosubstituted [2.2]paracyclophanes. Optical resolution method of the monosubstituted [2.2]paracyclophane has already been achieved, whereas there have been limited reports on that of disubstituted [2.2]paracyclophanes. We have developed practical optical resolution method of the disubstituted [2.2]paracyclophanes in order to obtain optically active conjugated polymers based on the planar chiral [2.2]paracyclophane. The obtained [2.2]paracyclophane compounds were readily transformed to give various optically active molecules.
In addition, we have succeeded in the first optical resolution of tetrasubstituted [2.2]paracyclophane. After the optical resolution, we synthesized, for example, optically active propeller-shaped cyclic compound. This compound exhibited intense circularly polarized luminescence by excitation with large dissymmetry factor of 0.013. It is rare that the dissymmetry factor of organic molecules reaches the order of 0.01.

Free Research Field

有機合成化学・高分子合成化学