Development of complex aromatic compounds based on aryne-umpolung via Ni-complexation

2017 Fiscal Year Final Research Report

• Project/Area Number: 16K17907
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Synthetic chemistry
• Research Institution: Institute of Physical and Chemical Research
• Principal Investigator: Sumida Yuto 国立研究開発法人理化学研究所, ライフサイエンス技術基盤研究センター, 研究員 (40630976)
• Project Period (FY): 2016-04-01 – 2018-03-31
• Keywords: アライン / アライン-ニッケル錯体 / 多置換芳香環 / 多環芳香族炭化水素 / 含ホウ素前駆体 / 非対称トリフェニレン

Outline of Final Research Achievements

Aryne is an extremely reactive species and has been used as a useful building block to construct multi-substituted aromatic compounds. In this research, for developing application methods of aryne, we have established a facile preparation method of aryne-Ni complexes having various substituents. We also have achieved new methods using umpolung of aryne, that is, the synthesis of multi-substituted aromatic rings via double functionalization of aryne-Ni complexes, and cross-selective [2+2+2] cycloaddition of three kinds of arynes giving unsymmetrical triphenylenes.
By using these methods, it has become possible to make structurally complex polysubstituted arenes or polycyclic aromatic hydrocarbons which are difficult to synthesize by conventional methods. We expect that these methods enable us to obtain the straightforward construction of diverse aromatic molecules.

Free Research Field

有機合成化学、有機金属化学、ケミカルバイオロジー