Selective synthesis of U-shaped terpyridines. Versatile ligands for the preparation of platinum complexes

Abstract

The development of a simple and highly selective method for the preparation of substituted U-shaped terpyridines is described. The treatment of imine 5 with ternary iminium salts 2 leads to the terpyridines 4. A possible mechanism is discussed. The terpyridine derivatives are used for the preparation of several platinum(II) complexes 14. Complex 14e is characterized by single-crystal X-ray analysis.

Concave Annelated Terpyridines

“…In principle, S-and U-shaped annealed terpyridines may form in this reaction, however, suitable reaction conditions and substitution can direct the reaction to give the Ushaped products. [24] Indeed, U-shaped dichloroterpyridine 12 was formed exclusively in the test reaction (Scheme 4).…”

“…300°C). [24] A solution of 2-substituted 5,6,7,8-tetrahydroquinolinone and ammonium acetate (1.1 equiv.) in anhydrous DMSO was heated at 85°C for 5 min.…”

Determination of the relative ligand‐binding strengths in heteroleptic IrIIIcomplexes by ESI‐Q‐TOF tandem mass spectrometry

“…IrCl 3 ·3H 2 O was kindly provided by Haereus. The S‐shaped terpyridines (S‐tpy) were prepared as reported previously . The synthesis of the dimeric μ ‐chloro‐bridged Ir III precursor complexes [(C^N) 2 Ir‐ μ ‐Cl] 2 (C^N denotes a cyclometalated ligand) was carried out according to known procedures …”

Formation and properties of a terpyridine-based 2D MOF on the surface of water

“…The 3' and 5' carbons of the central pyridyl would have to be covalently linked to the respective 5 and 5" positions of the outer pyridyls. Such rigidified U-shaped terpyridyls are synthetically accessible [18,19], and merit evaluation as MOF building blocks in future work. Our data show that there is significant potential to strengthen these 2D MOFs by tuning the ligand rigidity, thus allowing further improvement of these novel membranes.…”