108647-75-2Relevant academic research and scientific papers
THE ROLE OF pH IN THE SYNTHESIS OF DIAZIRIDINES
Kuznetsov, V. V.,Makhova, N. N.,Strelenko, Yu. A.,Khmel'nitskii, L. I.
, p. 2496 - 2505 (1991)
The greatest yield in the synthesis of diaziridines from carbonyl compounds, amines, and aminating reagents in water is achieved at a specific pH, which shifts to less alkaline values with increasing -I effect of the substituents in the carbonyl compound and with increasing pKBH+ value of the amine.The role of pH is related to the conditions for the generation of an immonium from the intermediate α-aminocarbinol.The nuclear Overhauser effect was used to determine the orientation of the substituents in several diastereomers of the dialkyldiaziridines obtained.
