Reactivity of N-cyanoalkyl-substituted imidazolium halide salts by simple elution through an azide anion exchange resin
Science China Chemistry, 2012•Springer
… Certain N-cyanoalkyl-functionalized imidazolium halide salts unexpectedly undergo
nitrile hydrolysis to amides, as well as dipolar cycloaddition to tetrazoles when eluted on
azide anion exchanged resin. … Ratios of amide to tetrazole products in reactions of 3[Cl]
and 4[Br] may depend on steric interactions between cyanoalkyl substituent and the
imidazolium ring, where both substrates feature a short CH2 spacer between the
imidazolium ring and the CN group favorable towards formation of amide products in both …
nitrile hydrolysis to amides, as well as dipolar cycloaddition to tetrazoles when eluted on
azide anion exchanged resin. … Ratios of amide to tetrazole products in reactions of 3[Cl]
and 4[Br] may depend on steric interactions between cyanoalkyl substituent and the
imidazolium ring, where both substrates feature a short CH2 spacer between the
imidazolium ring and the CN group favorable towards formation of amide products in both …
Abstract
Certain N-cyanoalkyl-functionalized imidazolium halide salts unexpectedly undergo nitrile hydrolysis to amides, as well as dipolar cycloaddition to tetrazoles when eluted on azide anion exchanged resin.
Springer
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