Complexation-induced unfolding of heterocyclic ureas. simple foldamers equilibrate with multiply hydrogen-bonded sheetlike structures1

PS Corbin, SC Zimmerman, PA Thiessen…

Index: Corbin; Zimmerman; Thiessen; Hawryluk; Murray Journal of the American Chemical Society, 2001 , vol. 123, # 43 p. 10475 - 10488

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Citation Number: 211

Abstract

The synthesis and conformational studies of heterocyclic ureas (amides) 1-7 and their concentration-dependent unfolding to form multiply hydrogen-bonded complexes are described. Ureas 1 and 7 were prepared by reacting 2-aminopyridine and aminonaphthyridine 25, respectively, with triphosgene and 4-(dimethylamino) pyridine (DMAP). Amine 25, in turn, was synthesized by a Knorr condensation of 2, 6- ...