• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to project page

2018 Fiscal Year Final Research Report

Synthesis of face-to-face oligomers of antiaromatic compounds and elucidation of their aromaticity

Research Project

  • PDF
Project/Area Number 17K14447
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Research InstitutionOsaka University

Principal Investigator

Yamashita Ken-ichi  大阪大学, 理学研究科, 講師 (40468145)

Project Period (FY) 2017-04-01 – 2019-03-31
Keywords反芳香族性 / 芳香族性 / ポルフィリノイド / ポルフィリン
Outline of Final Research Achievements

In this study, I aimed the observation of the inversion of aromaticity through face-to-face stacking of antiaromatic compounds. I adapted isophorin derivatives, which are two-electron reduced species of porphyrins, as antiaromatic compounds suitable for stacking. We investigated the stabilization and aromaticity of unstable isophorin derivatives. Attempts to stack the obtained antiaromatic isophorins by the metallation have been failed. I also investigated the methods for the face-to-face staking of the stable aromatic analogues. As a result, synthesis of rare-earth porphyrin double- and triple-decker complexes and covalently-linked face-to-face dimers was achieved, and their structure and properties were also revealed. I also preliminary observed the unusual emission behavior of the obtained antiaromatic compounds.

Free Research Field

有機化学

Academic Significance and Societal Importance of the Research Achievements

本研究では、温和な条件化で可逆的に芳香族―反芳香族性をスイッチングすることが可能な分子を創製した。このスイッチングにより、顕著に吸収、発光、磁気特性が変化することを明らかにした。本成果は、周囲の環境変化に応答するセンサー材料などへの応用が期待される。
また、本研究は、分子が重なりあうことで発現する特異的な芳香族性、および付随する物性の発現を目的としており、一部それを示唆する結果が得らえた。得られた知見を元にその詳細を明らかにすることで、有機化学における非常に重要な概念である芳香族・反芳香族性の拡張につながることが期待される。

URL: 

Published: 2020-03-30  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi