Nove kiralne nepokretne faze temeljene na N-(1-arilpropil)-3, 5-dinitrobenzamidnom selektoru

Autor: Knežević, Anamarija, Landek, Goran, Vinković, Vladimir
Přispěvatelé: Tomašić, Vesna, Maduna Valkaj, Karolina
Jazyk: angličtina
Rok vydání: 2011
Předmět:
Popis: Based on our prior work in Laboratory for Stereoselective Catalysis and Biocatalysis at Ruđer Bošković Institute in the field of chiral recognition of Pirkle-type chiral stationary phases (CSPs) [1-4] we designed and prepared the new sort of CSPs. To improve the chiral discrimination performance these new Pirkle-type CSPs have lacking some of non-stereoselective adsorption sites. Chiral selector of CSP I, an N-(1-arylpropyl)-3, 5-dinitrobenzamide unit, possesses all the characteristics of a good selector – it is rigid and contains a strong pi-accepting 3, 5-dinitrobenzoyl (DNB), and a strong pi-donating aromatic group (Ar). The necessary compounds were prepared from enantiomerically pure allyl-arylamines (I) obtained by enzymatic resolution or preparative chiral chromatography of racemic amines. Previous synthetic step was [3, 3]-sigmatropic rearrangement of acyclic imidates that gives racemic amines. Imidates are easily prepared from corresponding alcohols which are usually commercially unavailable and must be synthesized from commercial aryl aldehydes.
Databáze: OpenAIRE