Stable Stannaneselone and Diselenastannirane: Novel Organotin Compounds Derived from an Extremely Hindered Tetraselenastannolane

Abstract

The first kinetically stabilized stannaneselone, Tbt(Ditp)Sn=Se (Tbt = 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl; Ditp = 2,2″-diisopropyl-m-terphenyl-2′-yl), with a tin–selenium double bond and a stable diselenastannirane, Tbt(Ditp)SnSe₂ were synthesized by deselenation of the corresponding tetraselenastannolane, Tbt(Ditp)SnSe₄ with 3 equiv. and 2 equiv. triphenylphosphine, respectively. The X-ray structural analysis of the stannaneselone revealed that it has a trigonal planar structure with the Sn–Se bond length of 2.375(3) Å, which is approximately 9% shorter than that of the corresponding single bond and the shortest among Sn–Se bond lengths so far reported. The molecular structure of diselenastannirane determined by X-ray analysis shows that it has an unusually long Se–Se bond (2.524 Å), about 0.2 Å longer than a typical Se–Se single bond.

Keywords::

• stannanethione
• stannaneselone
• diselenastannirane
• steric protection
• dechalcogenation
• tetrachalcogenastannolanes