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A Coordination-Induced 1,4→1,2-Quinonediimine Isomerization.

Hitherto unused in coordination compounds, the para-quinonoid azophenine (p-ap) has now been applied for the synthesis of [Cu(PPh3 )2 (o-ap)](BF4 ) (1), in which the ligand exists as its ortho-quinonoid tautomer. Additional stabilization of this metal-π donor/ligand-π acceptor arrangement occurs through chelate-like hydrogen bonding between the NH functionalities, which are both now ortho-positioned, and the BF4- counterion.