Oxidation Reactions of the N‐Heterocyclic Stannylenes [<i>o</i>‐C<sub>6</sub>H<sub>4</sub>(NSi<i>t</i>BuMe<sub>2</sub>)<sub>2</sub>]Sn and [{Fe(η<sup>5</sup>‐C<sub>5</sub>H<sub>4</sub>‐NSi<i>t</i>BuMe<sub>2</sub>)<sub>2</sub>}Sn] with Sulfur, Selenium, and Diphenyl Diselenide
Robin Guthardt, Dennis Bachmann, Clemens Bruhn, Ulrich Siemeling
Abstract
The N‐heterocyclic stannylenes [{Fe(η 5 ‐C 5 H 4 ‐NSi t BuMe 2 ) 2 }Sn] ( 1 ) and [ o ‐C 6 H 4 (NSi t BuMe 2 ) 2 ]Sn ( 2 ) were prepared in one‐pot reactions from SnCl 2 , LiN(SiMe 3 ) 2 , and the corresponding diamine, viz. [Fe(η 5 ‐C 5 H 4 ‐NHSi t BuMe 2 ) 2 ] and o ‐C 6 H 4 (NSiH t BuMe 2 ) 2 , respectively. Oxidative addition reactions of 1 and 2 with S 8 and Se 8 , respectively, afforded the corresponding 1,3,2,4‐dithiadistannetanes (( 1 S) 2 , ( 2 S) 2 ), and 1,3,2,4‐diselenadistannetanes [( 1 Se) 2 , ( 2 Se) 2 ]. The reactions of 1 and 2 with PhSeSePh respectively furnished 1 (SePh) 2 and 2 (SePh) 2 . The crystal structures of o ‐C 6 H 4 (NSiH t BuMe 2 ) 2 , 1 , 2 , ( 1 S) 2 , ( 2 S) 2 , ( 1 Se) 2 , ( 2 Se) 2 , 1 (SePh) 2 , and 2 (SePh) 2 were determined by single‐crystal X‐ray diffraction. Stannylene 2 shows a chain‐like aggregation in the solid state due to intermolecular Sn ··· arene interactions. A short intramolecular CH ··· Se contact compatible with a hydrogen bond was observed for ( 1 Se) 2 .