Asymmetric Synthesis Of Troger's Base Analogues And Studies In Molecular Recognition

Abstract

Troger's base was the first amine to be resolved where the chirality was due to solely very high inversion barrier around nitrogen atom. Though the molecule was known for over a century, work done during the past decade has shown that Troger's base and its analogues could be used as chiral solvating agent, DNA binding ligand and for the construction of biomimetic molecular receptors and clathrare hosts. Asymmetric synthesis of the Troger’s base analogues has also been achieved recently. Because of the rigid, 'V'-shaped chiral nature of this molecule, there is growing interest for the use of this unit in the design of potential host systems. This section briefly describes the chemistry of Troger's base developed over a century.