Development of Boron-Substituted π-Conjugated Molecules and Regulation of Their Conjugate Structure: Quinoid Structure Formation by Reduction

Research Project

Project/Area Number	22750046
Research Category	Grant-in-Aid for Young Scientists (B)
Allocation Type	Single-year Grants
Research Field	Organic chemistry
Research Institution	Tokyo Institute of Technology (2011-2012) The Institute of Physical and Chemical Research (2010)
Principal Investigator	SHOJI Yoshiaki 東京工業大学, 資源化学研究所, 助教 (40525573)
Project Period (FY)	2010 – 2012
Project Status	Completed (Fiscal Year 2012)
Budget Amount *help	¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000) Fiscal Year 2012: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000) Fiscal Year 2011: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000) Fiscal Year 2010: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywords	構造有機化学 / 有機ホウ素化学 / ホウ素 / π共役化合物 / 酸化還元 / 立体保護 / パイ共役 / 含ホウ素パイ共役系 / キノイド / 電子移動 / キノジメタン / 立体保護基
Research Abstract	Boron-containing π-conjugated molecules exhibit electron- and Lewis base-accepting properties due to the vacant 2p orbital of the boron atom. In addition, π-conjugated molecules having two boron substituents can dramatically alter their conjugated structure by two-electron reduction to form a quinoid structure. On the basis of this finding, versatile synthetic method for boron-containing π-conjugated molecules was newly developed. During the course of this study, highly luminescent 9,10-diboraanthracene derivatives were synthesized.