Acta Phys. -Chim. Sin. ›› 2011, Vol. 27 ›› Issue (11): 2565-2570.doi: 10.3866/PKU.WHXB20111127

• THEORETICAL AND COMPUTATIONAL CHEMISTRY • Previous Articles     Next Articles

Interaction between Mg-Porphyrin and Nitrogen, Oxygen Heterocyclic Compounds

XU Hui-Ying1, WANG Wei2   

  1. 1. College of Biology & Environment Engineering, Zhejiang Shuren University, Hangzhou 310015, P. R. China;
    2. Zhenhai Environmental Monitoring Station, Ningbo 315200, Zhejiang Province, P. R. China
  • Received:2011-07-04 Revised:2011-09-04 Published:2011-10-27
  • Contact: XU Hui-Ying E-mail:xuhy65@163.com
  • Supported by:

    The project was supported by the Program of Education Department of Zhejiang Province, China (Y200803060).

Abstract: The interaction between nitrogen-oxygen heterocyclic compounds and a host (magnesium porphyrin) was investigated. The results showed that the magnesium atoms in the magnesium porphyrin and porphin ring were not coplanar and at a smaller dihedral angle the extent of its non-coplanar nature increased. Natural bond orbital (NBO) analysis indicated that the interaction between the lone pair of electrons on the nitrogen and oxygen atoms and the unoccupied lone pair orbital of magnesium contributes significantly to the stability of the complexes. The reduced density gradient (RDG) isosurface map and the scatter diagram indicated the location and intensity of the axial coordination interactions and the surrounding hydrogen bonding interactions. The conceptual density functional theory (DFT) parameter indicated that the complex compounds are less thermodynamically stable than magnesium porphyrin, however, they have higher reactivity. Aromatic calculations revealed that the interaction between the oxygen-containing heterocycles and the host compound made the porphin ring in the complexes anti-aromatic while the interaction between the nitrogen-containing heterocyclic and the host made the porphin ring in the complexes regionally aromatic.

Key words: Magnesium porphyrin, RDG iso-surface map, Coordination interaction, Natural bond orbital, Aromaticity

MSC2000: 

  • O641