643083-79-8Relevant academic research and scientific papers
Two types of intramolecular homolytic substitution reactions at group XIV atoms: Unusual radical 1,4-Sn shifts from Si to C and carbonylative SHi reaction at Si
Studer, Armido,Amrein, Stephan,Matsubara, Hiroshi,Schiesser, Carl H.,Doi, Takashi,Kawamura, Tomonori,Fukuyama, Takahide,Ryu, Ilhyong
, p. 1190 - 1191 (2003)
4-[(Trimethylstannyl)diphenylsilyl]butanoyl radical, arising from the corresponding 3-(stannylsilyl)propyl radical and CO, undergoes an SHi reaction at Si with extrusion of trimethyltin radical to give silacyclopentanone. The parent 3-(stannylsilyl)propyl radical was also found to isomerize to (3-stannylpropyl)silyl radical via a 1,4-Sn shift from Si to C with a rate constant of 9.3 × 104 s-1 at 80°C. Ab initio and DFT MO calculations support a front-side attack mechanism.
