75269-52-2Relevant articles and documents
Kinetic and thermochemical investigation of 1,3-dipolar cycloaddition reactions. Reactivity of aryl vinyl ethers and α-piperidinostyrenes with benzoyl nitrone
Samuilov, Ya. D.,Solov'eva, S. E.,Konovalov, A. I.
, p. 1061 - 1066 (2007/10/02)
The reactivity of aryl vinyl ethers and α-piperidinostyrenes in 1,3-dipolar cycloaddition with benzoyl nitrone was investigated.It was shown that the reactions with aryl vinyl ethers occur by a mechanism of the "1,3-dipole-donor, dipolarophile-acceptor" type.The reactions of benzoyl nitrone with more strongly donating dipolarophiles (α-piperidinostyrenes) occur by a mechanism of the "1,3-dipole-acceptor, dipolarophile-donor" type.The reactions of C,N-diphenyl nitrone, C-phenyl-N-methyl nitrone, and benzoyl nitrone with amleic anhydride and with N-phenylmaleimide were investigated kinetically and thermochemically.It was shown that in the investigated reactions the reactivity of the addends increases with increase in the exothermic characteristics of the reactions.It is suggested that the transition state in the reactions has polar character.