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6930262 
Journal Article 
A facile palladium-mediated contraction of benzene to cyclopentadiene: transformations of palladium(II) p-benziporphyrin 
Szyszko, B; Latos-Grażyński, L; Szterenberg, L; , 
2011 
Yes 
Angewandte Chemie (International Edition)
ISSN: 1433-7851
EISSN: 1521-3773 
WILEY-V C H VERLAG GMBH 
WEINHEIM 
50 
29 
6587-6591 
English 
21630404 
WOS:000292644400025 
Feeling the contractions: Addition of palladium(II) and a hydroxide ion to a C-C double bond, β elimination, and competing cheletropic extrusion of carbon oxide and 1,2-hydride shift reactions lead to the contraction of p-phenylene to form a cyclopentadiene unit. This reaction results in the formation of a 21-carbaporphyrin from a palladium(II) p-benziporphyrin (see picture; C red/gray, N blue, Pd orange). Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.