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Self-assembly of helical supramolecular channels from chiral aminopyrimidine hydrogen bonding motifs in the solid state

✍ Scribed by Michael J. Krische; Jean-Marie Lehn; Eugene Cheung; Gavin Vaughn; Amy L. Krische

Publisher
Elsevier Science
Year
1999
Tongue
English
Weight
796 KB
Volume
2
Category
Article
ISSN
1387-1609

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✦ Synopsis

The H-b on d mediated self-assembly of the chiral &-symmetric bis-(2-amino-4-chloro-pyrimidines) 3 and 4 allows for the molecular recognition directed generation of helical superstructures. In the former case, unoccupied channel structures defined by the cylindrical interior of the derived supramolecular helix result, as revealed by X-ray crystallographic analysis using a synchrotron source. Upon crystallization, racemic 3 spontaneously resolves to form homochiral crystals exhibiting a helical packing motif identical to that determined for optically pure 3. The data provide insight into the interplay of the different structural and interactional features of the molecular components to the generation of the channel structure and suggest design strategies toward porous organic molecular solids ofvariable size. 0 1999 Academic des sciences / Editions scientifiques et meditales Elsevier SAS.

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