18030-58-5Relevant articles and documents
Structure and chemistry of 1-silafluorenyl dianion, its derivatives, and an organosilicon diradical dianion
Liu,Stringfellow,Ballweg,Guzei,West
, p. 49 - 57 (2007/10/03)
1-Silafluorene dianion was synthesized by potassium reduction of 1,1-dichloro-1-silafluorene in refluxing THF. The X-ray structure of 1,1-dipotassio-1-silafluorene (3b) shows C-C bond length equalization in the five-membered silole ring and C-C bond length alternation in the six-membered benzene rings, indicating aromatic delocalization of electrons in the silole ring. The downfield 29Si chemical shift at 29.0 ppm and theoretical calculations also support electron delocalization in the silole ring of 3b. Dianion salt 3b underwent nucleophilic reactions with Me3SiCl and EtBr to form the corresponding disubstituted products. Benzaldehyde underwent reductive coupling in the presence of 3b. Slow oxidation of 3b yielded 1,1′dipotassio-1,1′-bis(silafluorene) (16). The X-ray structure and 29Si chemical shift (-38.0 ppm) of 16 indicate localized negative charges at the silicon atoms and no aromatic character. Heating a DME/hexane solution of 3b in the presence of 18-crown-6 led to a novel diradical dianion salt.
SILICON-CONTAINING HETEROCYCLIC COMPOUNDS. XLIV. SYNTHESIS OF 9,9-DICHLORO-9-SILAFLUORENE BY THE THERMAL REACTION OF 2-CHLOROBIPHENYL WITH HEXACHLORODISILANE
Chernyshev, E. A.,Komalenkova, N. G.,Elagina, O. V.,Rogachevskii, V. L.,Baskhirova, S. A.,Dunaeva, L. V.
, p. 2057 - 2060 (2007/10/02)
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SILICON-CONTAINING HETEROCYCLIC COMPOUNDS. XLV. NEW REACTION OF THE HIGH-TEMPERATURE HETEROCYCLIZATION OF ARYLCHLOROSILANES IN PRESENCE OF HALOGEN-SUBSTITUTED ALKANES AND ALKENES
Chernyshev, E. A.,Komalenkova, N. G.,Shamshin, L. N.,Shashkov, I. A.
, p. 2060 - 2064 (2007/10/02)
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