Palladium-Catalyzed β-Elimination of Aminoboranes from (Aminomethylsilyl)boranes Leading to the Formation of Silene Dimers

作者: Toshimichi Ohmura , Hiroki Nishiura , Michinori Suginome

DOI: 10.1021/ACS.ORGANOMET.7B00695

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摘要: Silylboronic esters bearing a N,N-dialkylaminomethyl group on the silicon atoms were synthesized and used in palladium-catalyzed reactions. Five silylboronic through reaction of [(N,N-dialkylaminomethyl)diorganosilyl]lithiums with i-PrOB(pin). An addition ester to ethynylbenzene (silaboration) took place efficiently by phosphine- isocyanide-free palladium catalyst give (E)-1-silyl-2-boryl-1-phenylethene regio- stereoselective manner. On other hand, underwent β-elimination reactions presence styrene afford 1,3-disilacyclobutanes aminoboranes good yields. This may be due generation silene intermediates during reaction. It should noted that use as ligand was essential for species.

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