These tools will no longer be maintained as of December 31, 2024. Archived website can be found here. PubMed4Hh GitHub repository can be found here. Contact NLM Customer Service if you have questions.


Pubmed for Handhelds

PUBMED FOR HANDHELDS

Search MEDLINE/PubMed

  • Title: Origin of attraction, magnitude, and directionality of interactions in benzene complexes with pyridinium cations.
    Author: Tsuzuki S, Mikami M, Yamada S.
    Journal: J Am Chem Soc; 2007 Jul 11; 129(27):8656-62. PubMed ID: 17567131.
    Abstract:
    Geometries and interaction energies of benzene complexes with pyridine, pyridinium, N-methylpyridinium were studied by ab initio molecular orbital calculations. Estimated CCSD(T) interaction energies of the complexes at the basis set limit were -3.04, -14.77, and -9.36 kcal/mol, respectively. The interactions in the pyridinium and N-methylpyridinium complexes should be categorized into a cation/pi interaction, because the electrostatic and induction interactions greatly contribute to the attraction. On the other hand, the interaction in the pyridine complex is a pi/pi interaction. The dispersion interaction is mainly responsible for the attraction in the benzene-pyridine complex. Short-range interactions including charge-transfer interactions are not important for the attraction in the three complexes. The most stable pyridinium complex has a T-shaped structure, in which the N-H bond points toward the benzene, while the N-methylpyridinium complex prefers a slipped-parallel structure. The benzene-pyridine complex has two nearly isoenergetic (Slipped-parallel and T-shaped) structures.
    [Abstract] [Full Text] [Related] [New Search]