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UNEXPECTED FORMATION OF THE FIRST DOUBLY BENZYLIC 1,1-DI-GRIGNARD REAGENT
2001
Main Group Metal Chemistry
Preserved Fulltext
Reaction of l-bromo-2-(l-chloro-l-trimethylsilylmethyl)benzene (3) with magnesium in THF expectedly gave the corresponding 1,3-di-Grignard reagent lb in 44 % yield, but in addition, the isomeric 1,1-di-Grignard reagent 4 was obtained in equal amounts. Compound 4 is remarkable for two reasons: it is one of the few examples of a 1,1-di-Grignard reagent, and its formation involves rearrangement by 1,3-migration of a trimethylsilyl group which provides further evidence for the occurrence of
doi:10.1515/mgmc.2001.24.2.93
fatcat:s7wtmw3tajdwvkel2ckvpcimae