Hydrogen-bonded tapes based on symmetrically substituted diketopiperazines: a robust structural motif for the engineering of molecular solids

…, DN Chin, EE Simanek, JC MacDonald…

Index: Palacin, Serge; Chin, Donovan N.; Simanek, Eric E.; MacDonald, John C.; Whitesides, George M.; McBride, Mary T.; Palmore, G. Tayhas R. Journal of the American Chemical Society, 1997 , vol. 119, # 49 p. 11807 - 11816

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Citation Number: 115

Abstract

A series of eight symmetrically substituted diketopiperazines (DKPs) derived from 1-amino-1- carboxycycloalkanes (n= 3-7; 3, 3, 5, 5-tetramethylcyclohexane; 4, 4-dimethylcyclohexane; 2- indan) were synthesized and their crystal structures determined. In the solid state, all eight compounds form two pairs of hydrogen bonds with two adjacent molecules to form a one- dimensional structure that we refer to as “tapes”. These molecules represent a range of ...