The effect of chirality of adjacent atoms of the carbene carbon of NHC organocatalyst on the stereoselectivity of the nucleophilic addition: a computational study
Elaheh Hosseinzadeh - Akbar Heydari
Elaheh Hosseinzadeh - Akbar Heydari
Department of chemistry, Faculty of Basic Sciences, Tarbiat Modares University, P.O. Box 14115-175, Tehran, Iran - Department of chemistry, Faculty of Basic Sciences, Tarbiat Modares University, P.O. Box 14115-175, Tehran, Iran
زبان مقاله : انگلیسی |
تعداد صفحات مقاله : 1 صفحه |
نوع مقاله : چکیده |
ISC کد مقاله در : ISC4026_524551
چکیده
VSM ،XRD and EDX techniques.Stereoselectivity is an important concept in chemistry and biochemistry. Stereoselectivity can influence both of the biological activities and the interaction of drug-drug[1]. In other words, two enantiomers of a compound show very different characteristics. Therefor it is important to have a deep understanding about the efficiency of products in stereoselective reactions. N-heterocyclic carbene (NHC) is an organocatalyst that frequently used in the synthesis of asymmetric compound [2]. In this work, nucleophilic addition of a chiral NHC with two different enantiomers (A, B) and enal is investigated by computational method at DFT M062x/6-31g(d, p) with the solvent effects of 1,4 dioxane to shed light on the effect of chirality of adjacent atoms of carbene carbon of NHC on the chirality of product in nucleophilic addition of NHC to enal[3]. The calculated results show that for enantiomer A, the energy barrier via Si-face is higher than Re-face about 3.07 Kcal/mol while for enantiomer B, that the chirality of adjacent atoms of carbene carbon of NHC is inversed to the above case, the energy barrier of Re-face is higher than Si-face. Thus, according to the calculated results, we can conclude that the chirality of adjacent atoms of the carbene carbon of NHC has a direct influence on the termination of the chirality of products.کليدواژه ها
N-heterocyclic carbene, Stereoselectivity, Chiralityنحوه استناد به مقاله
در صورتی که می خواهید در اثر پژوهشی خود به این مقاله ارجاع دهید، به سادگی می توانید از عبارت زیر در بخش منابع و مراجع استفاده نمایید:Hosseinzadeh , Elaheh , 1398 , The effect of chirality of adjacent atoms of the carbene carbon of NHC organocatalyst on the stereoselectivity of the nucleophilic addition: a computational study , دومین کنفرانس ملی کاتالیست انجمن شیمی ایران
انتشار دهنده
محل انتشار : دومین کنفرانس ملی کاتالیست انجمن شیمی ایرانمشخصات برگزارکننده همایش : دانشگاه خوارزمي
تعداد مقالات : 215
کد اختصاصی :
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