Investigations on Synthesis and Properties of as-Indacene and its Congeners

2016 Fiscal Year Final Research Report

• Project/Area Number: 15K13643
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Organic chemistry
• Research Institution: Osaka University
• Principal Investigator: Tobe Yoshito 大阪大学, 基礎工学研究科, 教授 (60127264)
• Project Period (FY): 2015-04-01 – 2017-03-31
• Keywords: 開殻性一重項分子 / ジラジカル / 反芳香族性 / インダセン

Outline of Final Research Achievements

(1) As a model study for the synthesis of as-indacene derivatives, an entirely new synthetic route to s-indacene derivatives was successfully developed.t Because this method is applicable to the synthesis of as-indacene derivatives, it has became feasible to achieve the synthesis of the final target.
(2) In order to synthesize as-indacenes fused by thiophene rings, an o-quinodimethane type isomer was successfully generated, giving a dimer derived by 4+4 cycloaddition of the reactive intermediate. Attempts to kinetically stabilize the system by introducing bulky substituents failed to isolate the desired product, indicating the limit of kinetic stability of this system. In addition, two dihydro-o-quinodimethane type derivatives were synthesized and their photophysical properties were investigated.

Free Research Field

有機化学