Regioselectivity of the C-Metalation of 6-Furylpurine: Importance of Directing Effects

Sinha I, Hepp A, Schirmer B, Kösters J, Neugebauer J, Müller J

Zusammenfassung

We report the C-metalation of 6-furylpurine with Pt2+, Pd2+, and Hg2+. The ligand binds the metal ions in a bidentate fashion, involving the N7 purine atom and one of the furyl carbon atoms. The regioselectivity is determined by the metal ion. Pt2+ and Pd2+ coordinate the furyl moiety in its β position and Hg2+ in its electronically preferred α position.