2,4,6-tris(azol-1-yl)-1,3,5-triazines: a new class of multidentate ligands

摘要

The synthesis of thirteen tris(azol-1-yl)-s-triazines (azole =pyrazoles,imidazoles,1,2,4-triazole and benzimidazoles) is described.Particularly interesting are the compounds derived from C-adamantylazoles (4-adamantylpyrazole,2-adamantylimidazole and 2-adamantylbenzimidazole) because of their high lipophilicity.The crystal and molecular structures of 2,4,6-tris(2-phenylimidazol-1-yl)-1,3,5-triazine (6c) and 2,4,6-tris(2-phenylbenzimidazol-1-yl)-1,3,5-triazine (8c) have been determined by X-Ray analysis.The molecular structure can be described as a propeller takign into account the twists existing between the central ring and the substituents.The crystal structure of both compounds show a distorted hexagonal packing of chains.All trisazolyltriazines have been fulll characterized by ~1H-,~(13)C- and ~(15)N-NMR spectroscopy.The ~(13)C and ~(15)N chemical shifts in CDCl_3 and trifuloroacetic acid have been used to discuss the conformation and the site of protonation.