Dynamic combinatorial libraries of macrocycles derived from phthalic aldehydes and α,ω-diamines

Dynamic combinatorial chemistry methodology was used to obtain eleven new polyazamacrocycles derived from isophthalic and terephthalic aldehyde and alpha omega-diamine Simple templates such as alkali metal salts were found to amplify large macrocycles 45-membered [3+3]hexaazacrown and 60-membered [4+4]octaazacrown Parent imine libraries were converted Into corresponding secondary libraries of amines using a fast reduction protocol Methyl carbamate protection of amine group allowed convenient isolation of polyazamacrocycles in very good yields (C) 2010 Elsevier Ltd All rights reserved