Chiral Tetraamines Based on (S)‐2‐(Aminomethyl)pyrrolidine: Template synthesis and properties of copper(II) complexes

Paul V. Bernhardt, Peter Comba, Trevor W. Hambley, Lisandra L. Martin, Katalin Várnagy, Luc Zipper

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The template reaction of {bis[(S)‐2‐(aminomethyl)pyrrolidine]}copper(II) with formaldehyde, nitroethane, and base in MeOH yields optically pure {1,7‐bis[(S)‐pyrrolidin‐2‐yl]‐4‐methyl‐4‐nitro‐2,6‐diazaheptane}‐ copper(II) ([Cu((S,S)‐mnppm)]2+) in high yield. The same reaction with rac‐2‐(aminomethyl)pyrrolidine is also described. Preparative details and spectroscopic and electrochemical properties of the CuII complexes and of the free ligands are reported and compared with structural, spectroscopic and electrochemical data of the CuII complex of the unsubstituted parent ligand 1,7‐bis[(S)‐pyrrolidin‐2‐yl]‐2,6‐diazaheptane (ppm). The crystal structure of [Cu(ppm)]Cl ClO4 has been determined by X‐ray diffraction methods.

Original languageEnglish
Pages (from-to)145-152
Number of pages8
JournalHelvetica Chimica Acta
Issue number1
Publication statusPublished - 1 Jan 1992
Externally publishedYes

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