Unprecedented Selectivity in the Formation of Large-Ring Oligoimines from Conformationally Bistable Chiral Diamines

Autor: Kaik, Magdalena, Gawroski, Jacek
Zdroj: Organic Letters; July 2006, Vol. 8 Issue: 14 p2921-2924, 4p
Abstrakt: Stereoselective formation of large macrocycles in “click-type” reactions is a current challenge. Chiral macrocycles of differing size and shape (e.g., rectanglimine or loopimine) were selectively obtained by cyclocondensation of terephthalaldehyde or isophthalaldehyde with conformationally bistable chiral diamines derived from trans-1,2-diaminocyclohexane and aromatic dianhydrides. This opens new opportunities for the programmed synthesis of large-ring molecular assemblies.
Databáze: Supplemental Index