Assessing chiral self-recognition using chiral stationary phases

• Published in: Tetrahedron Vol. 67; no. 37; pp. 7143 - 7147
• Main Authors: Lee, Wonjae, Snyder, Seth E., Volkers, Phillip I., Pirkle, William H., Engebretson, David A., Boulanger, William A., Lin, Huei-Shian, Huang, Bin-Syuan, Carey, James R.
• Format: Journal Article
• Language: English
• Published: Kidlington Elsevier Ltd 16-09-2011; Elsevier
• Subjects: Analytical chemistry; Chemistry; Chiral stationary phases; Chromatographic methods and physical methods associated with chromatography; Cross-disciplinary physics: materials science; rheology; Exact sciences and technology; Heterocyclic compounds; Heterocyclic compounds with only one n hetero atom and condensed derivatives; Homochiral; Materials science; Methods of nanofabrication; Molecular recognition; Organic chemistry; Physics; Preparations and properties; Self-assembly; Supramolecular and biochemical assembly; π–π Interaction; Homochiral; Molecular recognition; Self-assembly; Chiral stationary phases; π–π Interaction; Self assembly; Nitrogen heterocycle; Lactam; π―π Interaction; Molecular interaction; Chiral stationary phase; Chiral compound
• ISSN: 0040-4020; 1464-5416
• DOI: 10.1016/j.tet.2011.06.103

Chiral stationary phases were synthesized and their ability to separate racemic precursors from which they were derived was assessed. Taken in conjunction with homochiral recognition previously observed in the solid state, the results of this study reveal that a geometrically controlling π–π interaction has a profound influence on molecular recognition.
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