Anomeric Based Oxidation

سال انتشار: 1397
محل انتشار: بیست و ششمین سمینار شیمی آلی ایران
کد COI اختصاصی: ISOC26_009
زبان مقاله: انگلیسی
تعداد مشاهده: 674

نویسندگان

Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan, Iran

چکیده

Classification of basic concepts is one of the major duties of the scientists toward commonreaders. The origin of the anomeric effect has been a matter of debate, so that there are contradictoryapproaches for this subject. Very recently, Wiberg et al. have published an excellentpaper entitled The anomeric effect: Its complicated [1]. Nevertheless, further investigationsof this important effect are still required [2]. To the best of our knowledge, the origin ofthe anomeric effect is not a consequence of an effect alone, but it is the result of the severalfactors, which it is working together. The identifying between stereoelectronic interactions isa major problem (none bonded repulsion and so on), hyperconjugation (negative, positive andneutral) and anomeric effect (endo, exo and reverse) that may be confused by readers. Sharingthe electron density from an anion and/or none bonded lone pair(s) electrons into the vacantanti-bonding (*) orbital was known as negative hyperconjugation. Intramolecular negativehyperconjugation is also known as anomeric effect. Each type of stabilizing due to interactionbetween a sigma bond with donors or acceptors was known as hyperconjugation interactions.Aomeric conjugation (donation from a lone pair to the vicinal sigma* orbital) is an exampleof hyperconjugation (conjugation that involves a sigma bond). All of the terms of conjugation,hyperconjugation, -conjugation and anomeric effect are often recognized as resonancein modern scientific literatures [3-4]. Recently we have introduced a new concept entitled of anomeric based oxidation (ABO) which has opened a new synthetic and theoretical insightfor the design, synthesis and applying the organic molecules that are important in medicinaland biological activities [5]. The anomeric based oxidation (ABO) mechanism is in goodagreement with the previous reported vinylogous anomeric effect studies [6-8].

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