Mechanistic Insights on Azide− Nitrile Cycloadditions: On the Dialkyltin Oxide− Trimethylsilyl Azide Route and a New Vilsmeier− Haack-Type Organocatalyst
D Cantillo, B Gutmann, CO Kappe
文献索引：Cantillo, David; Gutmann, Bernhard; Kappe, C. Oliver Journal of the American Chemical Society, 2011 , vol. 133, # 12 p. 4465 - 4475
The mechanism of the azide− nitrile cycloaddition mediated by the known dialkylltin oxide− trimethylsilyl azide catalyst system has been addressed through DFT calculations. The catalytic cycle for this tin/silicon complex-based mechanism has been thoroughly examined, disclosing the most plausible intermediates and the energetics involved in the rate enhancement. In addition, a new catalyst, 5-azido-1-methyl-3, 4-dihydro-2 H-pyrrolium ...
