Matches in SemOpenAlex for { <https://semopenalex.org/work/W2054458514> ?p ?o ?g. }
- W2054458514 endingPage "4109" @default.
- W2054458514 startingPage "4103" @default.
- W2054458514 abstract "The lithium enolate of tert-amylacetate solvated by N,N,N′,N′-tetramethylethylenediamine (TMEDA) is shown to be a doubly chelated dimer. Adding the dimeric enolate to 4-fluorobenzaldehyde-N-phenylimine affords an N-lithiated β-amino ester shown to be monomeric using 6Li and 15N NMR spectroscopies. Rate studies using 19F NMR spectroscopy reveal reaction orders consistent with a transition structure of stoichiometry [(ROLi)2(TMEDA)2(imine)]⧧. Density functional theory computations explore several possible dimer-based transition structures with monodentate and bidentate coordination of TMEDA. Supporting rate studies using trans-N,N,N′,N′-1,2-tetramethylcyclohexanediamine showing analogous rates and rate law suggest that TMEDA is fully chelated." @default.
- W2054458514 created "2016-06-24" @default.
- W2054458514 creator A5004634980 @default.
- W2054458514 creator A5039594674 @default.
- W2054458514 creator A5060851035 @default.
- W2054458514 creator A5063075872 @default.
- W2054458514 creator A5072703677 @default.
- W2054458514 date "2013-03-04" @default.
- W2054458514 modified "2023-10-18" @default.
- W2054458514 title "Azaaldol Condensation of a Lithium Enolate Solvated by <i>N,N,N′,N′</i>-Tetramethylethylenediamine: Dimer-Based 1,2-Addition to Imines" @default.
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