Synthesis of functionalised aromatic oligamide rods

Org Biomol Chem. 2008 Jan 7;6(1):138-46. doi: 10.1039/b712606a. Epub 2007 Nov 7.

Abstract

A current goal in synthetic chemistry is the design and synthesis of molecules that adopt well defined conformations-so called foldamers. In this manuscript we describe a modular approach for construction of rod shaped para-oligobenzamide molecules. Our approach permits regiospecific incorporation of side chains through a phenolic ether linkage on the scaffold; a feature that partly restricts the conformation of the rod through intramolecular hydrogen-bonding.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzamides / chemical synthesis*
  • Benzamides / chemistry*
  • Crystallography, X-Ray
  • Ether / chemistry
  • Hydrogen Bonding
  • Models, Molecular
  • Molecular Conformation
  • Monte Carlo Method

Substances

  • Benzamides
  • Ether