Silole, 1,1-dichloro

The l,l-bis(diethylamino) silols 304 and 305 are excellent precursors for the synthesis of other 1,1-difunctionalized silols (Scheme 43).374 The reaction of 304 and 305 with EtOH/AlCl3 and HC1 produces the silols 306 and 307 containing ethoxy groups or chlorine atoms attached to the silicon. The 1,1-dichloro silols 308 and 309 have been converted into the corresponding 1,1-difluoro silols 310 and 311 with ZnF2. Hydrolysis of 309 and 311 yields the fluorosilanol 312 and the silanediol 313, respectively (Scheme 43). 

Peroxides, alkylaluminum reactions, 3, 267 Peroxyseleninic acids, as catalysts, 9, 491 Perphenylated 1,1-dichloro silol, in silol derivative preparation, 3, 435... 

Silole dianions, which are of current interest as aromatic species [1 - 3], behave as nucleophiles in simple displacement reactions, generally yielding simple trapping products [4 - 6]. However, the reaction of l,l-dilithio-2,3,4,5-tetraphenylsilole (1) with l,l-dichloro-2,3-diphenylcyclopropene (2) takes a most unexpected course, leading to ring-opening of the cyclopropene ring and ultimate formation of a tetracyclic disilapentalene and a stable bis-silole diradical [7]. 

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