Insertion reactions of thermally generated stannylenes R2Sn into Sn-X (X = Cl, Br, SPh) and Sn-Sn bonds

✍ Scribed by Lutz-Werner Gross; Rainer Moser; Wilhelm P. Neumann; Karl-Heinz Scherping

• Publisher: Elsevier Science
• Year: 1982
• Tongue: French
• Weight: 239 KB
• Volume: 23
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)86909-9

✦ Synopsis

Thermally generated stannylenes R2Sn insert efficiently into Sn-X bonds (X = Cl, Br, SPh) as well as into electron deficient Sn-Sn bonds e.g. in Me2(Hal)Sn-Sn(Hal)Me2, but not into hexaalkyldistannanes R6Sn2 under the same conditions; stannylenes R2Sn always behave as nucleophiles here. During our studies on heavy carbene analogues R2M3, we found two convenient thermal stannylene sources: The 7-stannanorbornene derivative 1' gives at and above -lO°C a free stannylene _I2 via an unimolecular splitting. On the other hand, 2~ (13C-NMR, -55'C, THF:--6 = 13.32 ppm (s)) is formed from dilithio anthracene as indicated via 2, which exists in two forms (6 = 11.73 and 10.14 ppm (is, l:l), 14.53 and 14.87 ppm (2s, 1:1))5: Ph Ph 2 -lo%,