Naslov
Nove kiralne nepokretne faze temeljene na N-(1-arilpropil)-3, 5-dinitrobenzamidnom selektoru
(New chiral stationary phases containing N-(1-arylpropyl)-3, 5-dinitrobenzamide selector)

Autori
Knežević, Anamarija ; Landek, Goran ; Vinković, Vladimir

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
XXII. Hrvatski skup kemičara i kemijskih inženjera, Knjiga sažetaka / Tomašić, Vesna ; Maduna Valkaj, Karolina - Zagreb : Petrokemija Kutina, 2011

ISBN
978-953-6894-42-0

Skup
XXII. Hrvatski skup kemičara i kemijskih inženjera

Mjesto i datum
Zagreb, Hrvatska, 13.02.2011. - 15.02.2011

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
kiralne nepokretne faze; Pirkleov tip; enantioseparacija; enzimska rezolucija
(chiral stationary phases; Pirkle type; enantioseparation; enzymatic resolution)

Sažetak
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.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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