Generation and Characterization of Alkyl-Substituted m-Xylylenes in Fluid Solution at Room Temperature
作者:Joseph J. Gajewski、Gitendra C. Paul、Ming Jing Chang、Andrea M. Gortva
DOI:10.1021/ja00091a018
日期:1994.6
Fluoride ion induced generation of isobutylidene from isopropyl trimethylsiiyl ketone enol triflate in the presence of 6,6-dimethylfulvene gives the [2.2]-m-cyclophane dimer of alpha,alpha,alpha'alpha'-tetramethyl-m-xylylene. When isobutylidene is added to 6,6-bis(trideuteriomethyl)fulvene, the C-13 NMR spectrum of the dimer reveals three quaternary carbons in a 1:1:1 ratio, progressively shifted upfield to suggest that two dimers are formed. Saturation of the reactant solutions with dioxygen resulted in no dimer formation despite undiminished loss of reactants. A control experiment indicated that dioxygen does not affect the formation of the methylenecyclopropane from cyclohexene and isobutylidene. Reaction of 6-cyclopropyl-6-methylfulvene with isobutylidene gave dimers with intact cyclopropane rings. Addition of isobutylidene to 6-tert-butyl-6-methylfulvene resulted in a non-cyclophane dimer.
Generation of a m-xylylene derivative and formation of a 2,2-metacyclophane
作者:Joseph J. Gajewski、Ming Jing Chang、Peter J. Stang、Thomas E. Fisk
DOI:10.1021/ja00526a060
日期:1980.3
GAJEWSKI J. J.; CHANG M. J.; STANG P. J.; FISK T. E., J. AMER. CHEM. SOC., 1980 , 102, NO 6, 2096-2097
作者:GAJEWSKI J. J.、 CHANG M. J.、 STANG P. J.、 FISK T. E.
DOI:——
日期:——
Gajewski Joseph J., Paul Gitendra C., Chang Ming Jing, Gortva Andrea M., J. Amer. Chem. Soc, 116 (1994) N 12, S 5150-5154
作者:Gajewski Joseph J., Paul Gitendra C., Chang Ming Jing, Gortva Andrea M.