Strong enantioselective self-recognition of a small chiral molecule

Autor: William H. Pirkle, David A. Engebretson, Seth E. Snyder, Wonjae Lee, James R. Carey, Phillip I. Volkers
Rok vydání: 2007
Předmět:
Zdroj: Organic letters. 9(12)
ISSN: 1523-7060
Popis: In the present report, we have crystallized a single enantiomer and the racemate of N-3,5-dinitrobenzoyl (DNB) leucine. In both cases, the X-ray structures show clear evidence of homochiral dimerization in the solid state. Moreover, only homochiral dimers were observed in the unit cell of the racemate, a result of solid-state enantioselective complexation. The crystal structures support a chiral recognition mechanism involving two hydrogen bonds and an offset pi-pi interaction between the DNB rings.
Databáze: OpenAIRE