Synthesis of three-dimensionally characteristic pi-conjugated compounds and evaluation of thier properties

2020 Fiscal Year Final Research Report

• Project/Area Number: 18K05086
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Review Section: Basic Section 33010:Structural organic chemistry and physical organic chemistry-related
• Research Institution: Ehime University
• Principal Investigator: Mori Shigeki 愛媛大学, 学術支援センター, 助教 (30572028)
• Project Period (FY): 2018-04-01 – 2021-03-31
• Keywords: ポルフィリン / π共役化合物 / 結晶構造解析 / 金属錯体

Outline of Final Research Achievements

Focusing on the structural rigidity and reactivity of the bicyclic skeleton, we synthesized a three dimensionally characteristic π-conjugated molecule, and examied the functions utilizing the structural characteristics. We also conducted the formation of multi-decker complexes and elucidated their structures. For the purpose of construction of a chiral space, we synthesized chrysene-bridged porphyrin tweezers, and determined the crystal structure of their C60 and C70 complexes. The binding affinities of the tweezers with C60 and C70 were investigated by UV-Vis and fluorescent spectroscopy measurement. It was clarified that a continuous pericyclic reaction proceeds in the reaction with norbornadiene type compounds. We achieved the synthesis of a triple-decker metal complex using benzoporphyrins as a ligand, and clarified the formation of a multinuclear metal complex using a further conjugation extended porphyrins.

Free Research Field

構造有機化学

Academic Significance and Societal Importance of the Research Achievements

新規な共役系化合物の開発は、特徴的な吸収、蛍光、酸化還元特性といった電子構造に起因する特性と非結合性相互作用を活用した包摂能など、分子の立体構造によって決定される特性をいかに発現させるか、が重要である。本研究で得られた成果は、三次元的に特徴を持つピンセット型分子を構築する上で重要な出発物質であり、キラルな微小空間の形成へとつながり、無置換のキラル曲面共役化合物の認識にも展開できる可能性を秘めている。