1361182-64-0Relevant academic research and scientific papers
The correlation of Lewis acidities of silyl triflates with reaction rates of catalyzed diels-alder reactions
Hilt, Gerhard,Noedling, Alexander
, p. 7071 - 7075 (2011)
The Lewis acidity of various silyl triflates was quantified by utilizing [D5]pyridine as a 2H NMR spectroscopy probe. The chemical shifts of the 2H NMR signals for pyridine-silyl adducts are reported. The rate constants of silyl triflate catalyzed Diels-Alder reactions were determined by using UV/Vis spectroscopy. A correlation of the magnitude of the 2H NMR chemical shifts with the rate constants for most silyl triflates investigated was observed, but Me3SiOTf exhibits a surprisingly large deviation. Control experiments indicate that proton catalysis of the Diels-Alder reaction can be excluded.
