标题：Theoretical study on the hydrogen bond interaction of 1:1 supermolecular complexes of protonated adrenaline with formate anion and its derivatives
作者：Yu, Zhangyu; Liu, Tao; Zhang, Dongju; Liu, Chengbu
作者机构：[Yu, Zhangyu; Zhang, Dongju; Liu, Chengbu] Shandong Univ, Sch Chem & Chem Engn, Jinan 250010, Peoples R China.; [Liu, Tao] Jining Univ, Dept Chem & 更多
通讯作者地址：[Liu, CB]Shandong Univ, Sch Chem & Chem Engn, Jinan 250010, Peoples R China.
来源：JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM
关键词：Hydrogen bond; Protonated adrenaline; Formate anion and its derivatives;; B3LYP
摘要：The hydrogen bond (H-bond) interaction of 1:1 supermolecular complexes of protonated adrenaline (PAd(+)) with formate anion and its derivatives (denoted as RCOO-, R=H, CH3, CH2F, CH2Cl, and CH2Br) has been investigated by performing density functional theory calculations at the B3LYP/6-31G+(d) level. We obtained the most stable three conformations for each complex, which are denoted as PAd(+)-RCOO-(I), PAd(+)-RCOO-(II), PAd(+)-RCOO-(III), respectively, and calculated the interaction energy between PAd(+) and RCOO-. In all PAd(+)-RCOO- complexes, PAd(+)-CH3COO- is found to be the most favorable energetically. There exists low-barrier hydrogen bond (LBHB) in PAd(+)-HCOO-(III), PAd(+)-CH2FCOO-(III), PAd(+)-CH2ClCOO-(III), and PAd(+)-CH2Br-(III) complexes. The solvent effects on the geometry and energy of the complexes are also considered by using the polarizable continuum model (PCM) model in aqueous solvent. It is found that PAd(+)-R- complexes in solution are significantly less stable than those in the gas-phase. The theoretical results for the present model systems will be useful for experimental researchers working in this field. (C) 2010 Elsevier B.V. All rights reserved.