Mayr's Database of Reactivity Parameters

NHOs (conventional and mesoionic)

For reactivities of structurally related compounds go to: Nucleophiles » C-Nucleophiles » NHOs (conventional and mesoionic)

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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
1,3-dimethyl-2-methyleneimidazolidine (in THF)
C6H12N2 *
 THF

N  Param.: 18.11

sN Param.: 0.68		 *** J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimethyl-2-methylenehexahydropyrimidine (in THF)
C7H14N2 *
 THF

N  Param.: 18.68

sN Param.: 0.63		 *** J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimesityl-2-methylene-2,3-dihydro-1H-imidazole (in THF)
C22H26N2 *
 THF

N  Param.: 17.80

sN Param.: 0.79		 *** J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimethyl-2-methylene-2,3-dihydro-1H-benzo[d]imidazole
C10H12N2 *
 THF

N  Param.: 19.84

sN Param.: 0.58		 *** J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)
C35H39F6N3 *
 THF

N  Param.: 21.36

sN Param.: 0.42		 *** Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-4-methylene-5-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C34H40F3N3 *
 THF

N  Param.: 22.30

sN Param.: 0.49		 *** Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-5-(4-methoxyphenyl)-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C34H43N3O *
 THF

N  Param.: 23.55

sN Param.: 0.56		 *** Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)
C42H59N3 *
 THF

N  Param.: 20.78

sN Param.: 0.61		 *** Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Diisopropyl-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C15H21N3 *
 THF

N  Param.: 30.25

sN Param.: 0.54		 *** Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
5-(tert-Butyl)-1,3-diisopropyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C13H25N3 *
 THF

N  Param.: 31.92

sN Param.: 0.52		 *** Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790