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Updated: Oct 11, 2025

Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
One- and Two-Electron Transfer Oxidation of 1,4-Disilabenzene with Formation of Stable Radical Cations and Dications
Yilin Chen1, Zhikang Chen1, Liuyin Jiang1
1State Key Laboratory of Physical Chemistry of Solid Surfaces, National Engineering Laboratory for Green Chemical Productions of Alcohols-Ethers-Esters, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, China.
Abstract:
Electron-transferable oxidants such as B(C6 F5 )3 /nBuLi, B(C6 F5 )3 /LiB(C6 F5 )4 , B(C6 F5 )3 /LiHBEt3 , Al(C6 F5 )3 /(o-RC6 H4 )AlH2 (R=N(CMe2 CH2 )2 CH2 ), B(C6 F5 )3 /AlEt3 , Al(C6 F5 )3 , Al(C6 F5 )3 /nBuLi, Al(C6 F5 )3 /AlMe3 , (CuC6 F5 )4 , and Ag2 SO4 , respectively were employed for reactions with (L)2 Si2 C4 (SiMe3 )2 (C2 SiMe3 )2 (L=PhC(NtBu)2 , 1). The stable radical cation [1]+. was formed and paired with the anions [nBuB(C6 F5 )3 ]- (in 2), [B(C6 F5 )4 ]- (in 3), [HB(C6 F5 )3 ]- (in 4), [EtB(C6 F5 )3 ]- (in 5), {[(C6 F5 )3 Al]2 (μ-F)]- (in 6), [nBuAl(C6 F5 )3 ]- (in 7), and [Cu(C6 F5 )2 ]- (in 8), respectively. The stable dication [1]2+ was also generated with the anions [EtB(C6 F5 )3 ]- (9) and [MeAl(C6 F5 )3 ]- (10), respectively. In addition, the neutral compound [(L)2 Si2 C4 (SiMe3 )2 (C2 SiMe3 )2 ][μ-O2 S(O)2 ] (11) was obtained. Compounds 2-11 are characterized by UV-vis absorption spectroscopy, X-ray crystallography, and elemental analysis. Compounds 2-8 are analyzed by EPR spectroscopy and compounds 9-11 by NMR spectroscopy. The structure features are discussed on the central Si2 C4 -rings of 1, [1]+. , [1]2+ , and 11, respectively.
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