遷移金属錯体を用いたポルフィリンの機能化と多量化 : 巨大機能性分子系の構築と課題 [in Japanese] Transition Metal-mediated Fuctionalization and Multiplication of Porphyrins toward Giant Functional Systems [in Japanese]
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Functionalization and multiplication of porphyrins by transition metal-mediated reactions (Sonogashira coupling, Negishi coupling, Stille coupling, Mizoroki-Heck alkenylation, Buchwald-Hartwig reaction, Suzuki-Miyaura coupling, cobalt-mediated [2+2+2] cyclization, Grubbs' metathesis reaction, etc.) are reviewed. When the above reactions are applied to porphyrins, diluted conditions (typically 110 mM) are used due to low solubility. As the dilution, relatively large amounts of metal species are used due to decreasing of turn over numbers of the catalysts. Copper reagent is excluded when free base porphyrins are treated without protection. In multiplication of porphyrins by simultaneous multiple metal-mediated couplings, each yield and existence of side-products greatly affect isolation of the target material. In this review, modified conditions and side-reactions are presented to let know the problems to chemists who synthesizes functional porphyrins and develops metal-mediated reactions.
- J. Synth. Org. Chem. Jpn.
J. Synth. Org. Chem. Jpn. 65(4), 298-307, 2007-04-01
The Society of Synthetic Organic Chemistry, Japan