Toward aceneporphyrinoids: synthesis and transformations of palladium(ii) meso-anthriporphyrinThis article is part of the ChemComm 'Porphyrins and phthalocyanines' web themed issue.Electronic supplementary information (ESI) available: Synthetic procedures, and additional spectroscopic and crystallographic data together with computational details. CCDC reference numbers 863455-863457. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c2cc30362k

meso -Anthriporphyrin is a carbaporphyrinoid with an anthracene ring embedded in the tripyrrolic framework. The coordination of palladium( ii ) results in a specific intramacrocyclic metal( ii )-η 2 -CC interaction which facilitates the cleavage to palladium( ii ) acyclic oligopyrrole with the appended anthracene moiety. meso -Anthriporphyrin belongs to the emerging group of aceneporphyrins. A noticeable parallel exists in coordination properties of meso -anthriporphyrin and its lower benzologues, p -benziporphyrin and 1,4-naphthiporphyrin, toward palladium( ii ).