35234-87-8Relevant articles and documents
β,β'-Functionalized N,N-divinyl-N-trimethylsilyloxyamines via silylation of β-substituted aliphatic nitro compounds. The investigation of the mechanism of the process using selective trapping reagents
Ioffe, Sema L.,Lyapkalo, II'ya M.,Tishkov, Alexander A.,Danilenko, Vitaliy M.,Strelenko, Yuri A.,Tartakovsky, Vladimir A.
, p. 13085 - 13098 (1997)
Hitherto unknown N,N-divinyl-N-trimethylsilyloxyamines of the general formula |XC(R)=CH|2NOSiMe3 (X = CO2Me, CN, 5-methyloxycarbonylisoxazolin-3-yl; R = H, Me, CH(Me)CO2Me) were obtained with moderate to good yields by silylation of nitro compounds XCH(R)CH2NO2 with N,O-bis(trimethylsilyl)acetamide. The mechanism of this reaction was studied by the example of silylation of methyl-3-nitropropionate using selective trapping reagents. Trimethylsilyl ester of the starting aci-nitro compound and methyl 2-nitroso acrylate were intercepted as consecutive intermediates. Thus, the silylation of β-functionalized nitro compounds could be presented as a convenient route to practically unknown β-substituted nitroso-alkenes XC(R)=CHNO which behave as active 1,3-heterodienes towards ethyl vinyl ether used as trapping reagent.
1,3-CYCLOADDITIONS OF ALIPHATIC THIONE S-METHYLIDES TO DIMETHYL 2,3-DICYANOFUMARATE AND 2,3-DICYANOMALEATE; A TEST CASE FOR STERIC COURSE AND MECHANISM
Mloston, Grzegorz,Langhals, Elke,Huisgen, Rolf
, p. 5373 - 5376 (1989)
The 1,3-cycloadditions of thione S-methylides 2 and 9 to dimethyl 2,3-dicyanofumarate and 2,3-dicyanomaleate are nonstereospecific.A preceding cis,trans isomerization of the unsaturated dipolarophiles catalyzed by the thiadiazolines (precursors of the thione S-methylides) had to be suppressed in order to clarify the stereochemical leakage during the cycloaddition.
Room temperature dynamic polymers based on Diels-Alder chemistry
Reutenauer,Buhler,Boul,Candau,Lehn
experimental part, p. 1893 - 1900 (2009/09/28)
Dynamers based on reversible Diels-Alder chemistry have been obtained and shown to undergo dynamic exchange at room temperature. Their study in solution by small-angle neutron scattering indicated the formation of long and highly flexible chains. Polydispersed molecules gave Tg values below room temperature, permitting the generation of a dynamic elastomer upon introduction of a dynamic cross-linking agent. The use of a system with a low equilibrium constant gives access to materials with interesting self-healing properties.