Synthesis of novel conjugated fused-rings containing silicon by C-H activation of arylsilanes

Research Project

Project/Area Number	16K17872
Research Category	Grant-in-Aid for Young Scientists (B)
Allocation Type	Multi-year Fund
Research Field	Organic chemistry
Research Institution	Yokohama National University
Principal Investigator	TOKORO Yuichiro 横浜国立大学, 大学院工学研究院, 助教 (80709692)
Project Period (FY)	2016-04-01 – 2018-03-31
Project Status	Completed (Fiscal Year 2017)
Budget Amount *help	¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000) Fiscal Year 2017: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000) Fiscal Year 2016: ¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
Keywords	有機ケイ素化合物 / 芳香族 / C-H活性化 / ルテニウム / 発光 / 環化反応 / ヘテロ環化合物 / 有機ケイ素 / 多環芳香族炭化水素 / ルテニウム触媒 / 有機化学 / 高分子合成
Outline of Final Research Achievements	Polycyclic aromatic hydrocarbons (PAHs) fused by six-membered silicon-containing rings and V-shaped cyclic dimers of silylanthracenes were obtained by reaction through C-H cleavage of silylated PAHs under the presence of a ruthenium catalyst and unsaturated hydrocarbons. The structures of the obtained compounds were determined by single-crystal X-ray analysis. The behavior of light absorption and emission was investigated by spectroscopic analysis and density functional theory calculation. Bathochromic shifts of absorption and emission was observed by fusing the six-membered silicon-containing rings. V-shaped cyclic dimers of silylanthracenes showed the behavior probably derived from intra- and intermolecular interaction of the anthracene moieties.