Aromaticity of an Unsaturated N-Heterocyclic Stannylene (HCRN)2SnII As Studied by Optical Spectra and Quantum Chemistry. Comparison in the Series (HCRN)2EII, E = C, Si, Ge, Sn (R = t-Bu or Dip)

• DOI: 10.1021/om501054t
• Publication Date: 2015-03-02T14:22:29Z
• Authors: Larissa A. Leites; Sergey S. Bukalov; Rinat R. Aysin; Alexander V. Pisk...; Maxim G. Chegerev; Vladimir K. Cherk...; Alexander V. Zabula; Robert West
• Keywords: 01 natural sciences; 0104 chemical sciences; 3. Good health

The degree of π-electron delocalization in a series of unsaturated N-heterocyclic compounds containing divalent group-14 atoms, (HCRN)2EII (E = C, Si, Ge, Sn), has been estimated by applying different experimental and theoretical criteria (vibrational and UV–vis spectroscopy, nucleus-independent chemical shifts, and isomerization stabilization energies). All of the methods used confirmed the aromaticity of these heterocyclic molecules involving six π electrons, and most of the methods indicated that the aromaticity increases in going from the silylene to the stannylene.