Configurational assignment of alpha-chiral carboxylic acids by complexation to dimeric Zn-porphyrin: host-guest structure, chiral recognition and circular dichroism

Chem Commun (Camb). 2002 Aug 7:(15):1590-1. doi: 10.1039/b204554k.

Abstract

A circular dichroic (CD) excition chirality method based on host-guest chiral recognition has been developed to determine the absolute configuration of carboxylic acids with an alpha-stereogenic center; an amide C = O-->Zn coordination, identified by infrared spectroscopy and computations, is involved in this complexation.

Publication types

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

MeSH terms

  • Carboxylic Acids / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • Monte Carlo Method
  • Porphyrins / chemistry*
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • Zinc / chemistry*

Substances

  • Carboxylic Acids
  • Porphyrins
  • Zinc