ChemInform Abstract: Attempted Synthesis of a (5)(2,5)pyridinophan‐6‐one from Its Dewar Isomer.

Abstract

ChemInform Abstract Treatment of the AlCl3 complex (III) with the isocyanate (IV) yields the Dewar pyridone (V); the exclusive formation of this regioisomer is ascribed to kinetic factors (MNDO calculations on AlCl3 complexes). The tricyclic compound cannot be converted to the target pyridinophane (VI): on thermolysis or acid catalysis the rearranged product (VII) is obtained, whose structure is ascertained by X-ray analysis (space group Pccn with Z=2).