Mayr's Database of Reactivity Parameters

Azolium enolates

For reactivities of structurally related compounds go to: Nucleophiles » C-Nucleophiles » Azolium enolates

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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)
C30H32N2O *
 THF

N  Param.: 15.33

sN Param.: 0.79		 *** Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in DMSO)
C30H32N2O *
 DMSO

N  Param.: 14.40

sN Param.: 0.64		 *** Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
(Z)-1-(1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)
C30H34N2O *
 THF

N  Param.: 15.92

sN Param.: 0.72		 *** Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF)
C29H23N3O *
 THF

N  Param.: 14.40

sN Param.: 0.66		 *** Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524