Mayr's Database of Reactivity Parameters

C-Nucleophiles

For reactivities of structurally related compounds go to: Nucleophiles
4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 Found 572 molecules, displaying page 11 of 12 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)
C17H24N2S*
 MeCN

N  Param.: 8.12

sN Param.: 0.88		***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-13-(ethylthio)-6-styryl-6,12-diazadispiro[4.1.47.25]tridec-12-ene (in MeCN)
C21H28N2S*
 MeCN

N  Param.: 7.79

sN Param.: 0.87		***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylprop-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)
C18H26N2S*
 MeCN

N  Param.: 9.64

sN Param.: 0.70		***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylbut-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)
C19H28N2S*
 MeCN

N  Param.: 7.92

sN Param.: 0.73		***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)
C22H26N2S*
 MeCN

N  Param.: 8.30

sN Param.: 0.84		***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidin-4-one (in MeCN)
C16H22N2O*
 MeCN

N  Param.: 7.10

sN Param.: 0.82		***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidine-4-thione (in MeCN)
C16H22N2S*
 MeCN

N  Param.: 6.49

sN Param.: 0.83		***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in MeCN)
C8H11N*
 MeCN

N  Param.: 19.69

sN Param.: 0.61		***Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
anion of nitromethane (in 91M9AN)
CH2NO2-*
 MeOH-MeCN mix

N  Param.: 14.02

sN Param.: 0.61		***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of nitroethane (in 91M9AN)
C2H4NO2-*
 MeOH-MeCN mix

N  Param.: 13.41

sN Param.: 0.67		***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of 2-nitropropane (in 91M9AN)
C3H6NO2-*
 MeOH-MeCN mix

N  Param.: 12.20

sN Param.: 0.71		***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of phenylnitromethane (in 91M9AN)
C7H6NO2-*
 MeOH-MeCN mix

N  Param.: 12.51

sN Param.: 0.67		***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of p-tolylnitromethane (in 91M9AN)
C8H8NO2-*
 MeOH-MeCN mix

N  Param.: 13.58

sN Param.: 0.64		***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of (4-nitrophenyl)nitromethane (in 91M9AN)
C7H5N2O4-*
 MeOH-MeCN mix

N  Param.: 14.05

sN Param.: 0.72		***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of (3-nitrophenyl)nitromethane (in 91M9AN)
C7H5N2O4-*
 MeOH-MeCN mix

N  Param.: 14.75

sN Param.: 0.71		***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of (4-cyanophenyl)nitromethane (in 91M9AN)
C8H5N2O2-*
 MeOH-MeCN mix

N  Param.: 13.92

sN Param.: 0.74		***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of ethyl cyanoacetate (in 91M9AN)
C5H6NO2-*
 MeOH-MeCN mix

N  Param.: 18.59

sN Param.: 0.65		***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of malononitrile (in 91M9AN)
C3HN2-*
 MeOH-MeCN mix

N  Param.: 18.21

sN Param.: 0.69		***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of dimethyl malonate (in 91M9AN)
C5H7O4-*
 MeOH-MeCN mix

N  Param.: 18.24

sN Param.: 0.64		***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of 4-nitrobenzyl trifluoromethyl sulfone (in 91M9AN)
C8H5F3NO4S-*
 MeOH-MeCN mix

N  Param.: 18.24

sN Param.: 0.66		***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-cyanobenzyl trifluoromethyl sulfone (in 91M9AN)
C9H5F3NO2S-*
 MeOH-MeCN mix

N  Param.: 19.49

sN Param.: 0.63		***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in 91M9AN)
C9H5F6O2S-*
 MeOH-MeCN mix

N  Param.: 20.72

sN Param.: 0.58		***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
1,3-dimesityl-1H-imidazol-3-ium-2-ide (in THF)
C21H24N2*
 THF

N  Param.: 21.72

sN Param.: 0.45		***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-ide (in THF)
C21H26N2*
 THF

N  Param.: 23.35

sN Param.: 0.40		***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
1,3,4-triphenyl-1H-1,2,4-triazol-4-ium-5-ide (in THF)
C20H15N3*
 THF

N  Param.: 14.07

sN Param.: 0.84		***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
MeO-Breslow 1a
*
 THF

N  Param.: 14.77

sN Param.: 0.80		***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
MeO-Breslow 1b
*
 THF

N  Param.: 10.45

sN Param.: 0.81		***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
MeO-Breslow 1c
*
 THF

N  Param.: 16.61

sN Param.: 0.68		***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
MeO-Breslow 1e
*
 THF

N  Param.: 15.65

sN Param.: 0.52		***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
Dexoxy Breslow intermediate 6
*
 THF

N  Param.: 15.58

sN Param.: 0.57		***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
Desoxy Breslow intermediate 2a
*
 THF

N  Param.: 17.12

sN Param.: 0.80		***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
Desoxy Breslow intermediate 2a'
*
 THF

N  Param.: 14.45

sN Param.: 0.71		***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
Desoxy Breslow intermediate 2b
*
 THF

N  Param.: 13.91

sN Param.: 0.64		***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
Desoxy Breslow intermediate 2b'
*
 THF

N  Param.: 11.42

sN Param.: 0.70		***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
Desoxy Breslow intermediate 2c'
*
 THF

N  Param.: 12.75

sN Param.: 0.71		***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
(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-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
3-mesityl-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C13H16N2*
 THF

N  Param.: 21.50

sN Param.: 0.45		***Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
3-(tert-butyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C8H14N2*
 THF

N  Param.: 16.54

sN Param.: 0.47		***Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
3-(4-methoxyphenyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C11H12N2O*
 THF

N  Param.: 20.41

sN Param.: 0.46		***Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
3-(2,6-dimethoxyphenyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C12H14N2O2*
 THF

N  Param.: 23.00

sN Param.: 0.46		***Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
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