Development of Innovative Synthetic Methods for Extended pi-Conjugated Molecules

2017 Fiscal Year Final Research Report

• Project/Area Number: 15K13688
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Synthetic chemistry
• Research Institution: Osaka University (2017); The University of Tokyo (2015-2016)
• Principal Investigator: SHINTANI Ryo 大阪大学, 基礎工学研究科, 教授 (50372561)
• Project Period (FY): 2015-04-01 – 2018-03-31
• Keywords: 拡張π共役化合物 / 縫合反応 / ロジウム触媒 / 有機ケイ素化合物

Outline of Final Research Achievements

Silicon-bridged pi-conjugated compounds are expected to be useful in materials science, but accessible structures were limited based on the existing synthetic methods. In this research program, a new synthetic strategy, rhodium-catalyzed stitching reaction, was realized, and quinoidal fused oligosiloles were newly synthesized. These compounds exhibited higher HOMO and LUMO levels with longer pi-conjugation, and the origin of this unusual trend was elucidated by theoretical calculations. In addition, chemical reduction of these compounds was also achieved to give the corresponding radical anions and dianions, and their structures and physical properties were successfully examined.

Free Research Field

有機合成化学