Two Independent Intermolecular ۱D-Polymeric H-Bonds between Each Enantiomer in Octahydro-۱H-Xanthene-۱,۸(۲H)-Diones and Bis-Xanthen Analogues: Synthesis and Crystal Structure
محل انتشار: دوفصلنامه تحقیقات شیمی آلی، دوره: 6، شماره: 1
سال انتشار: 1399
نوع سند: مقاله ژورنالی
زبان: انگلیسی
مشاهده: 144
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شناسه ملی سند علمی:
JR_ORGC-6-1_009
تاریخ نمایه سازی: 3 مهر 1402
چکیده مقاله:
Reaction of ۱,۳-cyclohexanedione, aldehydes, and cyanogen bromide leads to the selective formation of octahydro-۱H-xanthene-۱,۸(۲H)-diones in moderate to good yields at room temperature under basic condition. The reaction of dialdehydes such as phthalaldehyde and terphthalaldehyde gaves tetrahydrodibenzo[b,e]oxepin-۱(۲H)-one and bifunctiolalized linked bis-xanthen analogues, respectively. All structures were characterized by FT IR, ۱H and ۱۳C NMR spectroscopy and Mass analysis techniques. The structure of ۳c was analyzed by X-ray crystallography. The pKa and hydrogen bond strength (EHB) were determined in results of ≈۱۱.۷ and to ≈۵ kcal.mol-۱, respectively, via d(O•••••O) distance.
کلیدواژه ها:
نویسندگان
Nader Noroozi Pesyan
Department of Organic Chemistry, Faculty of Chemistry, Urmia University, ۵۷۱۵۹, Urmia, Iran
F. Karimi
Department of Organic Chemistry, Faculty of Chemistry, Urmia University, ۵۷۱۵۹, Urmia, Iran
H. Batmani
Department of Organic Chemistry, Faculty of Chemistry, Urmia University, ۵۷۱۵۹, Urmia, Iran
T. Tunç
Department of Science Education, Faculty of Education, Aksaray University, TR-۶۸۱۰۰, Aksaray, Turkey
E. Şahin
Department of Chemistry, Faculty of Science, Atatürk University, TR-۲۵۲۴۰ Erzurum, Turkey