S. Ng,, P. Naumov, S. Chantrapromma
May 2, 2001
Citations
0
Influential Citations
30
Citations
Journal
Journal of Molecular Structure
Abstract
Abstract In the crystal of the 1:2 complex of 1,5,7-triazabicyclo[4.4.0]dec-5-ene with 4-nitrophenol one hydrogen atom of the phenolic group is transferred to the TBD molecule and two NH protons form hydrogen bonds with one nitro group [N⋯O distances are 2.968(5), 2.985(4) A]. This hydrogen-bonded segment is linked to another molecule of 4-nitrophenol by a short (O⋯H⋯O) − hydrogen bond [ O ⋯ O =2.512(3) A ]. The structure of the cation is investigated theoretically by geometry-optimization calculations. The structure of the complex is very well reflected in its FTIR spectrum in the solid. The complex dissolution in acetonitrile causes its dissociation and its FTIR and 1 H NMR spectra prove the presence of the protonated TBD and (O⋯H⋯O) − hydrogen-bonded 4-nitrophenol-4-nitrophenolate species. In chloroform a new structure of the complex is found and discussed.