1 - -1 - 1-alkoxy-2-aryl- 1-alkene

The ability of Fischer carbene complexes to transfer their carbene ligand to an electron-deficient olefin was discovered by Fischer and Dotz in 1970 [5]. Further studies have demonstrated the generality of this thermal process, which occurs between (alkyl)-, (aryl)-, and (alkenyl)(alkoxy)carbene complexes and different electron-withdrawing substituted alkenes [6] (Scheme 1). For certain substrates, a common side reaction in these processes is the insertion of the carbene ligand into an olefinic C-H bond [6, 7]. In addition, it has been ob-... 

See Sodamide Aryl halide, l-Alkoxy-l-(trimethylsilyloxy)alkenes... 

Aryl halide, l-Alkoxy-l-(trimethylsilyloxy)alkenes Ferguson, J. R. et al., Chem. Brit., 1997, 33(6), 21... 

Some remarks concerning the scope of the cobalt chelate catalysts 207 seem appropriate. Terminal double bonds in conjugation with vinyl, aryl and alkoxy-carbonyl groups are cyclopropanated selectively. No such reaction occurs with alkyl-substituted and cyclic olefins, cyclic and sterically hindered acyclic 1,3-dienes, vinyl ethers, allenes and phenylacetylene95). The cyclopropanation of electron-poor alkenes such as acrylonitrile and ethyl acrylate (optical yield in the presence of 207a r 33%) with ethyl diazoacetate deserve notice, as these components usually... 

As one might expect, the mesomeric effect of an alkoxy group enhances the activity of the C=C to attack by the carbene, but it has been noted that, where there is competition between an alkoxyvinyl group and an inactivated alkene group within the same molecule, an alkyl or aryl group stabilizes the transition state better than does the vinyloxy group (Scheme 7.10) [56]. It is noteworthy that vinyl sulphides are five times more reactive than are the enol ethers [62]. 

A wide range of carbon-carbon double bonds undergo chain polymerization. Table 3-1 shows monomers with alkyl, alkenyl, aryl, halogen, alkoxy, ester, amide, nitrile, and heterocyclic substituents on the alkene double bond. 

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