2019 Fiscal Year Final Research Report
Creation of middle molecules that consist of glycoconjugates and pi-extended systems for controlling the biomolecules at single-molecule level
| Project Area | Middle molecular strategy: Creation of higher bio-functional molecules by integrated synthesis. |
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| Project/Area Number |
15H05840
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| Research Category |
Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
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| Allocation Type | Single-year Grants |
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| Review Section |
Science and Engineering
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| Research Institution | Kwansei Gakuin University |
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Principal Investigator |
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| Project Period (FY) |
2015-06-29 – 2020-03-31
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| Keywords | π電子複合中分子 / イソアセノフラン / ペプチド-ペンタセン / ベルト状分子 / 高次イプチセン / 糖鎖分子 / 高次生物機能 / シングレットフィッション |
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| Outline of Final Research Achievements |
The reaction integration is one of the useful synthetic strategies to access to the aromatic skeleton with the desired substitution pattern since only a few steps are required to prepare the target molecule, and more importantly the formation of regioisomeric mixture can be avoided by search for the suitable reaction conditions in each step. In particular, utilization of the highly reactive molecules or reactive intermediates as a reactive platform in this reaction integration is powerful and straightforward tool in view of the rapid assembly of polycycles through the multiple annulation and/or functionalization onto a reactive core ring. Along these lines, we developed a new synthetic approach to poly-functionalized aromatic compounds, including pi-extended rubrenes, cylacenes, and iptycenes, using functionalized isobenzofurans as a reactive platform.
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| Free Research Field |
有機合成化学
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| Academic Significance and Societal Importance of the Research Achievements |
複数の反応の情報をインプットした高反応性分子の連続的環化付加反応を中心とする反応集積化によって、一次元・二次元・三次元にπ共役系が拡張された様々なπ共役系中分子を自在に合成できるようになった。この方法論を可能にする合成上の最大のポイントは、キノイド型合成ブロックとして有用なイソベンゾフランの単離・精製法を編み出したことである。これにより、次元性の制御が可能な多種多様なイソベンゾフランの合成や発生が可能になり、これらを合成ブロックとする斬新な分子設計と独自の合成戦略によって、既存法では合成困難な多様なπ電子構造の構築が可能になった。
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