Faculty of Chemical Technology and Engineering, University of Technology and Life Sciences, Seminaryjna 3, PL-85-326 Bydgoszcz, Poland.
J Phys Chem A. 2010 Dec 16;114(49):12881-7. doi: 10.1021/jp1084857. Epub 2010 Nov 16.
Intermolecular hydrogen bonds between 2,6-bis(acylamino)pyridines and dipyridin-2-ylamine as well as 4,4-dimethylpiperidine-2,6-dione are responsible for relatively strong interactions between these species. Association has been found to be significantly affected by the size of acyl substituent (chemical shift of the NH proton was used as the main probe in determination of the association constants). Calculations at the DFT level of theory are in line with the experimentally observed results. Calculated energies of the interactions between the complex congeners also show the size of the substituent to affect the association. Conformational changes in the dipyridin-2-ylamine molecule are shown to adapt a geometry suitable for formation of efficient hydrogen bonding.
2,6-双（酰氨基）吡啶和二吡啶-2-基胺以及 4,4-二甲基哌啶-2,6-二酮之间的分子间氢键是这些物质之间相对较强相互作用的原因。已经发现，这种缔合受到酰基取代基大小的显著影响（NH 质子的化学位移被用作确定缔合常数的主要探针）。在 DFT 理论水平上的计算与实验观察结果相符。计算得到的配合物异构体之间相互作用的能量也表明，取代基的大小会影响缔合。二吡啶-2-基胺分子的构象变化表明其适应了形成有效氢键的几何形状。
