Synthesis of symmetric diester-functionalised Tröger's base analogues

The yields of ester-functionalised Troger's base analogues are dramatically improved by incorporating an electron-donating group on the aromatic ring and/or enhancing solubility of the aniline unit. In addition to 2,8-diester compounds, 1,7-, 3,9- and 4,10-diester-functionalised Troger's base analogues have been prepared for the first time.