Nucleophiles
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
THF | N Param.: 14.40 sN Param.: 0.66 | ![]() ![]() ![]() | 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)![]() ![]() |
THF | N Param.: 16.73 sN Param.: 0.63 | ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
3-mesityl-1-methyl-1H-imidazol-3-ium-2-ide (in THF)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
THF | N Param.: 31.92 sN Param.: 0.52 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 |
1,3-bis(2,6-diisopropylphenyl)-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)![]() ![]() |
THF | N Param.: 22.80 sN Param.: 0.60 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 |
1,3-bis(2,6-diisopropylphenyl)-5-methyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)![]() ![]() |
THF | N Param.: 24.86 sN Param.: 0.52 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 |
1-mesityl-3-methyl-5-methylene-2,4,6-triphenyl-2,5-dihydropyridin-1-ium-2-ide (in THF)![]() ![]() |
THF | N Param.: 26.16 sN Param.: 0.52 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2024, , e202318283 10.1002/anie.202318283 |
trifluoroethanol![]() ![]() |
TFE | N Param.: 1.11 sN Param.: 0.96 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
chloride (in CF3CH2OH)![]() ![]() |
TFE | N Param.: 10.30 sN Param.: 0.60 | ![]() | J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
bromide (in CF3CH2OH)![]() ![]() |
TFE | N Param.: 11.70 sN Param.: 0.60 | ![]() | J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
91% n-propanol/9% MeCN (v/v)![]() ![]() |
nPrOH-MeCN mix | N Param.: 7.05 sN Param.: 0.80 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
n-propanolate (in 91nPr9AN)![]() ![]() |
nPrOH-MeCN mix | N Param.: 16.73 sN Param.: 0.63 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
azide ion (in 91nPr9AN)![]() ![]() |
nPrOH-MeCN mix | N Param.: 16.70 sN Param.: 0.73 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |
n-propanolate (in propan-1-ol)![]() ![]() |
nPrOH | N Param.: 16.03 sN Param.: 0.70 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
91% methanol/9% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 7.45 sN Param.: 0.87 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
80% methanol/20% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 7.20 sN Param.: 0.89 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
67% methanol/33% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 7.01 sN Param.: 0.91 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
50% methanol/50% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 6.67 sN Param.: 0.90 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
33% methanol/67% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 6.38 sN Param.: 0.92 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
20% methanol/80% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 6.04 sN Param.: 0.94 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
10% methanol/90% MeCN (v/v)![]() ![]() |
MeOH-MeCN mix | N Param.: 5.55 sN Param.: 0.97 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
chloride (in 50/50 MeOH/MeCN)![]() ![]() |
MeOH-MeCN mix | N Param.: 14.10 sN Param.: 0.60 | ![]() | J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
methanolate (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 14.51 sN Param.: 0.68 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
anion of nitromethane (in 91M9AN)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
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)![]() ![]() |
MeOH-MeCN mix | N Param.: 18.24 sN Param.: 0.64 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
azide ion (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 14.54 sN Param.: 0.82 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |
azide ion (in 45M55AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 15.01 sN Param.: 0.80 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |