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A stepwise, zwitterionic mechanism for the 1, 3-dipolar cycloaddition between (Z)-C-4-methoxyphenyl-N-phenylnitrone and gem-chloronitroethene catalysed by 1-butyl-3-methylimidazolium ionic liquid cations. Issue 3 (14th January 2015)
Record Type:
Journal Article
Title:
A stepwise, zwitterionic mechanism for the 1, 3-dipolar cycloaddition between (Z)-C-4-methoxyphenyl-N-phenylnitrone and gem-chloronitroethene catalysed by 1-butyl-3-methylimidazolium ionic liquid cations. Issue 3 (14th January 2015)
Main Title:
A stepwise, zwitterionic mechanism for the 1, 3-dipolar cycloaddition between (Z)-C-4-methoxyphenyl-N-phenylnitrone and gem-chloronitroethene catalysed by 1-butyl-3-methylimidazolium ionic liquid cations
Graphical abstract: Abstract: DFT calculations at different levels of theory indicate consistently that in the presence of 1-butyl-3-methylimidazolium cations, a 1, 3-dipolar cycloaddition between gem -chloronitroethene and ( Z )- C -4-methoxyphenyl- N -phenylnitrone is expected to take place much faster than under 'conventional' conditions, the one-step mechanism being replaced by a two-step mechanism involving a zwitterionic intermediate.