University of Sussex
Browse

File(s) not publicly available

Double proton transfer in crystals of 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a] pyrimidine (hppH): C-13 and N-15 CPMAS NMR study of (hppH)(2)

journal contribution
posted on 2023-06-07, 21:47 authored by Martyn P Coles, Majid S Khalaf, Rosa M Claramunt, M Angeles Garcia, Ibon Alkorta, Jose Elguero
In this paper, we report an example of intermolecular solid-state proton transfer in the bicyclic guanidine, hppH. A combination of X-ray crystallography, CPMAS NMR (C-13 and N-15) and theoretical calculations allows us to determine that a double proton transfer takes place in the (hppH)(2) dimer with an activation energy of about 50 kJ mol(-1). According to the B3LYP/6-311++G(d,p) calculations, the double proton transfer occurs non-symmetrically through a zwitterion.

History

Publication status

  • Published

Journal

Journal of Physical Organic Chemistry

ISSN

0894-3230

Publisher

John Wiley and Sons

Issue

6

Volume

23

Department affiliated with

  • Chemistry Publications

Full text available

  • No

Peer reviewed?

  • Yes

Legacy Posted Date

2012-02-06

Usage metrics

    University of Sussex (Publications)

    Categories

    No categories selected

    Exports

    RefWorks
    BibTeX
    Ref. manager
    Endnote
    DataCite
    NLM
    DC