The order of reactivity (X = F < Cl < Br < I) determined for the reaction of the model nucleophile pinenylpotassium with halotrimethylsilanes XSi(CH3)(3) in hexane and with halotriisopropylsilanes XSi(iC(3)H(7))(3) in tetrahydrofuran supports a single-step ...
Whereas lithium 2,2,6,6-tetramethylpiperidide (LITMP) abstrs. a proton exclusively from the 4-position of 3-bromobenzotrifluoride, the same base attacks selectively the 2-position when employed in the presence of N,N,N',N'',N''-pentamethyldiethylenetriamin ...
When 3-fluoro- and 3-chloro-1,2-didehydrobenzenes are generated in the presence of 2-(trimethylsilyl)furan, two regioisomeric cycloadducts are formed in a 1:2 ratio. However, regioselectivity can be installed by fitting one bulky trimethylsilyl group into ...
The present thesis work provides new insight into the generation of allylmetal species and into their reactivity toward electrophiles. endo-Allylpotassiums are known to be more stable than their corresponding exo-isomers. The ring strain of methylenecycloa ...
A trimethyl-, triethyl-, or triisopropylsilyl group attached to the meta position of toluene retards the rate of permutational H/metal interconversion with butyllithium in the presence of K tert-butoxide by factors of 1.7, 3, and 7, resp. Although remote f ...
The metalation of 2,3-, 2,6-, 2,4- and 3,5-dichlorobenzotrifluorides can be readily effected with std. reagents such as lithium diisopropylamide, lithium 2,2,6,6-tetramethylpiperidide, and butyllithium at the chlorine-adjacent 4- and 3-positions and the ch ...
