Effects of backbone rigidification on intramolecular hydrogen bonding in a family of diamides

GB Liang, JM Desper, SH Gellman

Index: Liang, Gui-Bai; Desper, John M.; Gellman, Samuel H. Journal of the American Chemical Society, 1993 , vol. 115, # 3 p. 925 - 938

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Citation Number: 39

Abstract

Abstract: In an effort to gain insight on the balance of noncovalent forces that controls the adoption of folded conformations in small molecules, we have examined intramolecular hydrogen bond formation in a series of diamides containing a variety of conformational constraints. The intramolecularly hydrogen-bonded state of flexible diamide 2 was previously shown to be enthalpically favored by about 1.5 kcal/mol relative to the non- ...