A Monomeric Stannabenzene: Synthesis, Structure, and Electronic Properties.

A tin-containing benzene, stannabenzene, was synthesized and isolated as a monomeric form. The X-ray crystallographic analysis revealed the planar structure of the stannabenzene ring and unsaturated Sn-C and C-C bonds without bond alternation. Low-field shifted NMR signals and negative nuclear-independent chemical shifts (NICS) values are in agreement with the features of aromatic compounds. The narrow HOMO-LUMO gap of stannabenzene has been revealed by UV/Vis spectroscopy and electrochemistry.