From 21,23‐Dioxaporphyrin to a 3‐Pyranone Dioxacorrole Skeleton: The Achmatowicz Rearrangement in the Porphyrin Frame | Zendy

Pawlicki Miłosz | Zendy; Bykowski Dominik | Zendy; Szterenberg Ludmiła | Zendy; LatosGrażyński Lechosław | Zendy

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From 21,23‐Dioxaporphyrin to a 3‐Pyranone Dioxacorrole Skeleton: The Achmatowicz Rearrangement in the Porphyrin Frame

Author(s) -

Pawlicki Miłosz,

Bykowski Dominik,

Szterenberg Ludmiła,

LatosGrażyński Lechosław

Publication year - 2012

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201109038

Subject(s) - tautomer , porphyrin , palladium , molecule , chemistry , ring (chemistry) , furan , aryl , stereochemistry , photochemistry , medicinal chemistry , crystallography , organic chemistry , catalysis , alkyl

Be independent : Under basic conditions a furan ring entrapped in an aromatic macrocycle readily recovered the properties characteristic for a free molecule and assimilated a water molecule forming the Achmatowicz rearrangement product with a 3‐pyranone subunit built in. Coordination of palladium(II) created a complex stabilizing the second tautomer with two sp 3 carbon atoms (oxygen red, water green, palladium purple, and the aryl group blue).

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