Silicon Atom for Using as Protecting Group at Center of Porphyrin and its applications

2023 Fiscal Year Final Research Report

• Project/Area Number: 21K06463
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Review Section: Basic Section 47010:Pharmaceutical chemistry and drug development sciences-related
• Research Institution: Meiji Pharmaceutical University
• Principal Investigator: Hayashi Satoshi 明治薬科大学, 薬学部, 准教授 (50584140)
• Co-Investigator(Kenkyū-buntansha): 高波 利克 明治薬科大学, 薬学部, 教授 (40241111)
• Project Period (FY): 2021-04-01 – 2024-03-31
• Keywords: ポルフィリン / ケイ素 / 中心保護 / 官能基化反応 / 有機金属反応剤 / 電気化学手法 / PDT / 光触媒

Outline of Final Research Achievements

Synthesis of Si-protected porphyrins and its applications for construction of porphyrins as functional molecules were explored, and following results were obtained. 1) Si-protected porphyrins bearing a bromide group can be synthesized via 5 steps. Functionalized Si-porphyrins can be synthesized by palladium-catalyzed coupling of the Si-protected porphyrins with bis(pentafluorophenyl)zinc. In addition to these studies, we have developed 2) trifluoromethylation of sliylporphyrins using a trifluoromethyl copper complex and 3) radical-based method of functionalized tetralin with bis(pentafluorophenyl)-diphenyl-porphyrinato zinc(II) as a photoactivated catalyst.

Free Research Field

化学系薬学

Academic Significance and Societal Importance of the Research Achievements

本研究の成果は、従来の中心にケイ素をもつポルフィリンの物性に加えて望みの特徴や機能を新規な中心にケイ素をもつポルフィリンに付与できる可能性を示している。また、医薬品の開発において候補化合物へのトリフルオロメチル基の導入反応は重要な反応の一つであり、ポルフィリンのトリフルオロメチル化反応は同様にポルフィリンを利用したPDTなどの医薬品開発に貢献できるものと考えられる。