287494-40-0Relevant academic research and scientific papers
Palladium-catalyzed insertion of alkynes into the Sn-B bond of a 2-stannyl-2,3-dihydro-1H-1,3,2-diazaborole and X-ray structure analyses of 1,3-di-tert-butyl-2[(Z)-2-phenyl-2-trimethylstannylethenyl]-2,3- dihydro-1H-1,3,2-diazaborole and 1,3-di-tert-butyl-2[(Z)-1-ethyl-2- phenyl-2-trimethylstannylethenyl]-2,3-dihydro-1H-1,3,2-diazaborole
Weber,Wartig,Stammler,Stammler,Neumann
, p. 2891 - 2895 (2000)
Reaction of equimolar amounts of 1,3-di-tert-butyl-2-trimethylstannyl-2,3-dihydro-1H-1,3,2-di zaborole (1) with a series of alkynes R1-C triple bond C-R2 (2) (a: R1 = H, R2 = Ph; b: H, 4-ClC6H4; c: H, 4-BrC6H4; d: Ph, Ph; e: Me, Ph; f: Et, Ph; g: H, n-C4H9; h: Et, Et; i: H, n-C6H13) in the presence of a catalytic amount of [Pd(PPh3)4] (2 mol %) regioselectivity afforded high yields of the alkenes as the result of a cis-addition of the BSn bond of 1 to the acetylenic triple bond of 2. Spectroscopic evidence and X-ray structural analyses of 3a and 3f revealed that the bulky borolyl unit was added to the least sterically hindered end of the CC multiple bond.
