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A reaction of silole anion {[MeSiC 4 Ph 4 ] - •[Li + or Na + ] (1) with anhydrous ferrous chloride (FeCl 2 ) in THF (tetrahydrofuran) gives 1,1'-bis(1-methyl-2,3,4,5-tetraphenyl-1-silacyclopentadienyl) [Ph 4 C 4 Si(Me)-(Me)SiC 4 Ph 4 ] (2) with precipitation of iron metal in high yield. Silole dianion {[SiC 4 Ph 4 ] 2- •2[Li + ] (3) is added to anhydrous cupric chloride (CuCl 2 ) in THF at -78 °C, then the dark red solution changes into a greenish solution. From the solution, a green solid is isolated, and stirring it in toluene at room temperature provides quantitatively 1,1'-bis(1-chloro-2,3,4,5-tetraphenyl-1-silacyclopentadienyl) [Ph 4 C 4 Si(Cl)-(Cl)SiC 4 Ph 4 ] (4) with precipitation of copper metal in toluene. The green solid is suggested to be 1,1'-bissilolyl bisradical [Ph 4 C 4 Si-SiC 4 Ph 4 ] 2• (8), and lithium cuprous chloride salts {[Li 2 Cu I Cl 2 ] + •[Cu I Cl 2 ] - }. Both reactions are initiated by single-electron transfer (SET) from the electron-rich anionic silole substrates (1 and 3) to iron(II) and copper(II).

molecules/molecules online/molecules annual

Synthesis of 1,1′-Bis(1-Methyl/Chloro-2,3,4,5-Tetraphenyl-1-Silacyclopentadienyl) [Ph4C4Si(Me/Cl)-(Me/Cl)SiC4Ph4] from Silole Anion [MeSiC4Ph4]−•[Li+ or Na+] and Silole Dianion [SiC4Ph4]2−•2[Li+]; Oxidative Coupling of Silole Anion [MeSiC4Ph4]−•[Li+ or Na+] by Ferrous Chloride (FeCl2) and Oxidative Coupling and Chlorination of Silole Dianion [SiC4Ph4]2−•2[Li+] by Cupric Chloride (CuCl2)