Steroids as Chiral Ligands: Different Molecular and Crystal Structures of Copper(II) Complexes of Mono‐ and Dideprotonated 16β‐Salicylideneimino‐17β‐hydroxy‐3‐methoxyestra‐1,3,5(10)‐triene

The steroidal 16β-salicylideneimino-17β-hydroxy compound 1, synthesized from the corresponding 16β, 17β-amino alcohol, served as a new tridentate chiral ligand for Cu2+-complexation. The X-ray data for 1 and for two dimeric copper complexes 2 and 3 are presented and discussed. Using copper(II) acetate for complexation, dideprotonation of 1 is observed. The neutral complex 2 obtained is characterized by a central planar four-membered copper—oxygen ring. The cycloaliphatic 17β-oxygen anions are bridging atoms; the copper ions are tetracoordinated. Reaction of 1 with copper(II) perchlorate gave only monodeprotonation of the phenolic groups. These oxygen anions are now the bridging atoms; furthermore the two copper ions are bridged by a perchlorate anion. Thus the central four-membered ring is folded (22°), and the copper ions are hexacoordinated (binding of a molecule of water). The crystal lattices of 2 and 3 are also quite different.

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