Preferential Formation of Cyclic Trimers by Palladium-Catalyzed Oxidative Coupling Reactions of 2,18-Diethynylporphyrins

Preferential Formation of Cyclic Trimers by Palladium-Catalyzed Oxidative Coupling Reactions of 2,18-Diethynylporphyrins

And palladium makes three: In contrast to the formation of cyclic dimers in the Cu‐mediated reaction, Pd‐catalyzed oxidative coupling of 2,18‐diethynylporphyrins preferentially produced cyclic trimers (see scheme). A porphyrin hexamer with a doubly 1,3‐butadiyne‐bridged conjugated trimeric core and...

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Veröffentlicht in:Angewandte Chemie International Edition 2012-12, Vol.51 (49), p.12357-12361
Hauptverfasser: Tokuji, Sumito, Yorimitsu, Hideki, Osuka, Atsuhiro
Format: Artikel
Sprache:eng
Schlagworte:
alkyne coupling
Alkynes - chemistry
butadiyne bridge
Catalysis
Molecular Structure
Oxidative Coupling
palladium
Palladium - chemistry
porphyrinoids
Porphyrins - chemistry
triporphyrin synthesis
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Zusammenfassung:And palladium makes three: In contrast to the formation of cyclic dimers in the Cu‐mediated reaction, Pd‐catalyzed oxidative coupling of 2,18‐diethynylporphyrins preferentially produced cyclic trimers (see scheme). A porphyrin hexamer with a doubly 1,3‐butadiyne‐bridged conjugated trimeric core and directly meso‐appended peripheral porphyrin substituents was also synthesized.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201207763