Synthesis, solid-state structure, and reduction of 1,1-dichloro-2,3,4,5-tetramethylsilole

Synthesis and NMR Characterization of 2,5-Bis(Trimethylsilyl)-3,4-Diphenyl-1-Silacyclopentadienyl Dianion

“…While the former precursor can be synthetized from Cp 2 ZrC 4 Me 4 and SiBr 4 , 9,20 1,1-dichloro-2,3,4,5-tetramethylsilol is generated by the reaction of SiCl 4 and 1,1-dilithio-1,2,3,4,-tetramethylbuta-1,3-diene which in turn can be produced from the corresponding Downloaded by [University of Chicago Library] at 12:56 26 December 2014 Cp 2 ZrC 4 Me 4 . 21 The tetraethyl derivative can also be produced by the zirconocene route. 22 Silaindenyl and silafluorenyl derivatives were also prepared.…”

Unusual Reaction of 1,1‐Dilithio‐2,3,4,5‐tetraphenylsilole with 1,3‐Dienes Yielding Spirosilanes and Elemental Lithium

“…After warming the mixture to room temperature over 3 h, the reaction mixture was hydrolyzed with a saturated solution of aqueous ammonium chloride. The organic layer was extracted into diethyl ether, separated from the aqueous layer, and dried over MgSO 4 Reaction of 1,1-disodium-2,3,4,5-tetraphenylsilole with DMB: 1,1-disodium-2,3,4,5-tetraphenylsilole was prepared as in ref. [1].…”

“…p electrons, and it is well established from theoretical calculations [2] and X-ray data that silole dianions (A) [3][4][5][6] and their benzannulated analogues (B, C) [7][8][9][10] have aromatic character. Silole dianions act as nucleophiles in reactions with halogenated alkyl groups, silanes, [1,[4][5][6][7][8][9][10][11][12] and adamantanone, [13] and have strong reducing properties.…”

“…Silole dianions act as nucleophiles in reactions with halogenated alkyl groups, silanes, [1,[4][5][6][7][8][9][10][11][12] and adamantanone, [13] and have strong reducing properties. [14] Here, we report the unexpected reaction of 1,1-dilithio-2,3,4,5-tetraphenylsilole (1) with 2,3-dimethyl-1,3-butadiene (DMB) and 1,3-cyclohexadiene to yield the spirosilole products 2 and 3 (Scheme 1).…”

Reduction of 1-chloro-1,2,3,4,5-pentaphenylsilole: formation of silole monoanion and dianion

“…In recent times, a considerable amount of interest has developed with regard to anions of siloles and their structure, bonding, reaction, and possible aromaticity leading to novel optical properties for a variety of applications [1][2][3][4][5][6][7][8][9][10][11][12][13][14]. Analogous of cyclopentadiene, siloles are p-electron systems containing a single silicon atom as part of a cyclic 5-membered ring.…”