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A series of compounds containing p-methylguanine ligands platinated exclusively at N1 or simultaneously at N1 and N7 were prepared and characterized. The starting material for all the complexes was (dien Pt 9-MeGH-N super 7)2+ reacted with a Pt electrophile. It was found that reactions at N7 are completed within minutes as soon as the N1 position is platinated in complexes containing the N1-bound Pt(II). The Pt in (en)Pt(9-MeG-N super 1)2.3H2O has a square-planar coordination geometry and cis-(NH3 2 Pt 1-MeU 9-MeGH-N super 1)1+ reveals a tautomeric structure.

The scope of 1-azadiene cycloaddition is demonstrated by the synthesis [alpha],[alpha]-dicyanoalkenes to obtain highly functionalized 3-hydroxy-pyridines. The findings from the reaction could be applied to explore the 3-hydroxypyridines in materials, synthesis, and medicinal chemistry.

An efficient cycloaddition reaction of 1-alkoxy-1-azadienes with alpha,alpha-dicyanoalkenes is described, which gives facile access to highly substituted 3-hydroxypyridines in very good yields and with complete regiocontrol and chemoselectivity. The reaction path was investigated in detail by quantum mechanics calculations, reporting that a concerted cycloaddition mechanism and thermodynamic control synergistically contribute to the observed selectivity.