کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1404920 1501727 2015 9 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Structural features of pyridylcinnamic acid dimers and their extended hydrogen-bonded aggregations
ترجمه فارسی عنوان
ویژگی های ساختاری دایرهای اسید پرییدیل کینامیک و پراکندگی هیدروژن پیوند آنها
کلمات کلیدی
اسید پرییدیل پروپنیک، روش های طیفی، جستجوی سازمانی، مدلسازی پیوندهای هیدروژنی بین مولکولی
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
چکیده انگلیسی


• E-3-(x-pyridyl)propenoic acids (x = 2, 3 or 4) were synthesized.
• The structure forming abilities were investigated.
• Energies and bond lengths of CH⋯N H-bonds were determined.
• Conformational behaviour of the acids and the zwitterionic forms were studied.

The conformational as well as the structure-forming properties of E-3-(x-pyridyl)propenoic acids (x = 2, 3 or 4) have been studied with a combination of computational and spectroscopic methods. IR spectroscopy revealed that in the solid state the zwitterionic species predominate, while NMR measurements showed that dimers, kept together by strong CO⋯HO hydrogen bonds, were formed in a dipolar aprotic solvent (DMSO). In concentrated solution, extended aggregation occurred through the cooperative effect of (aromatic) CH⋯N weak hydrogen bonds. Conformational search was performed at the HF/6-31G(d,p) level of theory. Comparison with experimental values as well as benchmarking calculations at several different levels of theory to probe the performance of the methods, B3LYP/6-31G++(d,p) method was found to be able to provide reasonable geometries as well as quantitative formation energies for the dimers and the tetramers, too.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Molecular Structure - Volume 1090, 15 June 2015, Pages 25–33
نویسندگان
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