1416732-10-9Relevant academic research and scientific papers
Conformational analysis and synthetic approaches to polydentate perhydro-diazepine ligands for the complexation of gallium(iii)
Parker, David,Waldron, Bradley P.
, p. 2827 - 2838 (2013/05/22)
Synthetic approaches are reported to polydentate ligands based on 6-phenyl-6-amino-perhydro-1,4-diazepine. The synthetic route devised averts ring-opening reactions, allowing the exocyclic N-substituent to be introduced separately and involves a nitro-Mannich condensation, prior to chemoselective RANEY nickel reduction. Comparison of the solid-state structures of four synthetic intermediates reveals that the seven-membered ring adopts a preferred twist-chair conformer in the solid state. Solution state NMR experiments highlight a conformational preference for the bulky aryl groups to adopt an equatorial site, pre-disposing the ligand to metal binding, by adoption of a conformation that creates a facial array of the ligand nitrogen atoms. This ligand conformation averts the formation of less stable metal complexes with differing ligation modes, notably in the binding of Ga3+ to related ligands, where a C-methyl substituent replaces the phenyl group at the quaternary centre.
Structure and stability of hexadentate complexes of ligands based on AAZTA for efficient PET labelling with gallium-68
Waldron, Bradley P.,Parker, David,Burchardt, Carsten,Yufit, Dmitry S.,Zimny, Melanie,Roesch, Frank
supporting information, p. 579 - 581 (2013/02/23)
Pre-organised tricarboxylate ligands based on 6-amino-perhydro-1,4- diazepine bind 68Ga rapidly and selectively in acetate buffer at pH 4 to 7, forming kinetically stable complexes suitable for use in PET imaging.
