Regioselective β‐Trifluoromethylation of β‐Silylporphyrins by Using a Trifluoromethyl Copper Complex

Regioselective β‐Trifluoromethylation of β‐Silylporphyrins by Using a Trifluoromethyl Copper Complex

We developed a method for the regioselective β‐trifluoromethylation of β‐silylated Zn(II) porphyrins by using a phenanthroline and triphenylphosphine‐ligated trifluoromethyl–copper complex [(phen)(Ph3P)CuCF3]. The regioselective porphyrin trifluoromethylation, which occurs under mild conditions, exh...

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Veröffentlicht in:European journal of organic chemistry 2021-11, Vol.2021 (41), p.5623-5626
Hauptverfasser: Hayashi, Satoshi, Okamoto, Akari, Nabekura, Ryoto, Noji, Masahiro, Takanami, Toshikatsu
Format: Artikel
Sprache:eng
Schlagworte:
Coordination compounds
Copper compounds
Fluorine
Functional groups
Organic chemistry
Porphyrinoids
Porphyrins
Regioselectivity
Substrates
Synthetic methods
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Zusammenfassung:We developed a method for the regioselective β‐trifluoromethylation of β‐silylated Zn(II) porphyrins by using a phenanthroline and triphenylphosphine‐ligated trifluoromethyl–copper complex [(phen)(Ph3P)CuCF3]. The regioselective porphyrin trifluoromethylation, which occurs under mild conditions, exhibits excellent substrate generality and functional group compatibility. An efficient method for the preparation of β‐trifluoromethylporphyrins was developed through the reaction of β‐silylated Zn(II) porphyrins by using a phenanthroline and triphenylphosphine‐ligated trifluoromethyl–copper complex [(phen)(Ph3P)CuCF3].
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202101077