Chiral monomeric and homochiral dimeric copper(II) complexes of a new chiral ligand, N-(1,2-bis(2-pyridyl)ethyl)pyridine-2-carboxamide: an example of molecular self-recognition

Inorg Chem. 2002 Mar 25;41(6):1545-9. doi: 10.1021/ic0109905.

Abstract

Reaction of Cu(ClO(4))(2) x 6H(2)O with a racemic mixture of the novel chiral ligand N-(1,2-bis(2-pyridyl)ethyl)pyridine-2-carboxamide (PEAH) affords only the homochiral dimeric copper(II) complexes [Cu(2)((R)()PEA)(2)](ClO(4))(2) and [Cu(2)((S)()PEA)(2)](ClO(4))(2) in a 1:1 ratio. The phenomenon of molecular self-recognition is also observed when a racemic mixture of the monomeric copper(II) complex [Cu((R(S))()PEA)(Cl)(H(2)O)] is converted into the homochiral dimeric species [Cu(2)((R(S))()PEA)(2)](ClO(4))(2) via reaction with Ag(+) ion. This is the first report of direct conversion of a racemic mixture of a chiral monomeric copper(II) complex to a mixture of the homochiral dimers.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Chemistry, Organic / methods
  • Copper / chemistry*
  • Crystallography, X-Ray
  • Molecular Conformation
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry

Substances

  • N-(1,2-bis(2-pyridyl)ethyl)pyridine-2-carboxamide
  • Organometallic Compounds
  • Pyridines
  • Copper