105786-06-9Relevant academic research and scientific papers
Reductive alkylation of electronegatively-substituted alkenes by alkylmercury halides
Russell, Glen A.,Shi, Bing Zhi,Jiang, Wan,Hu, Shuiesheng,Kim, Byeong H.,Baik, Woonphil
, p. 3952 - 3962 (2007/10/02)
Photolysis of alkylmercury halides in the presence of electronegatively-substituted 1-alkenes yields adduct radicals [RCH2CH(EWG).] that in some cases react with RHgX to form RCH2CH(HgX)(EWG), e.g., EWG = (EtO)2PO or PhSO2. When the EWG is carbonyl or cyano, the resonance stabilized adduct radicals fail to react with the alkyl mercury halide. In these cases photolysis with RHgCl/KI in Me2SO leads to the adduct mercurial via reaction of the adduct radicals with RHgI2-. The reactions of tertiary-enolyl adduct radicals are inefficient with RHgX/KI, and disproportionation of the adduct radicals is the major reaction pathway. For secondary- or tertiary-adduct radicals the reductive alkylation products are formed in excellent yield by reaction with RHgCl and silyl hydrides in Me2SO solution in a process postulated to involve RHgH as an intermediate. The relative reactivities of a number of α,β-unsaturated systems toward t-Bu. have been measured by competitive techniques. The results demonstrate a high reactivity of s-cis enones relative to the s-trans conformers.
Free Radical Reactions of Organomercury Halides with Alkenes and Alkynes
Russell, Glen A.,Jiang, Wan,Hu, Shui Sheng,Khanna, Rajive K.
, p. 5498 - 5499 (2007/10/02)
Substituted acetylenes or electronegatively monosubstituted ethylenes react with t-BuHgCl in photostimulated free radical chain processes in PhH or Me2SO to form R1C(t-Bu)+C(HgCl)R2 (R1, R2 = H, Ph; H, COMe; EtO2C, Ph; EtO2C, EtO2C) or t-BuCH2CH(HgCl)E (E
