N-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
(S)-1-(pyrrolidin-2-ylmethyl)-1H-imidazole![]() ![]() |
MeCN | N Param.: 15.55 sN Param.: 0.69 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-3-butyl-1-(pyrrolidin-2-ylmethyl)-1H-imidazol-3-ium trifluoromethanesulfonate![]() ![]() |
MeCN | N Param.: 13.57 sN Param.: 0.53 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea![]() ![]() |
MeCN | N Param.: 14.97 sN Param.: 0.69 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)urea![]() ![]() |
MeCN | N Param.: 17.50 sN Param.: 0.64 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
2-tritylpyrrolidine![]() ![]() |
MeCN | N Param.: 9.16 sN Param.: 1.39 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-2-(diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine![]() ![]() |
MeCN | N Param.: 12.03 sN Param.: 0.98 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-diphenyl(pyrrolidin-2-yl)methanol![]() ![]() |
MeCN | N Param.: 16.18 sN Param.: 0.56 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-2-(azidodiphenylmethyl)pyrrolidine![]() ![]() |
MeCN | N Param.: 9.90 sN Param.: 1.22 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
2-(triphenylsilyl)pyrrolidine![]() ![]() |
MeCN | N Param.: 14.00 sN Param.: 0.84 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one![]() ![]() |
MeCN | N Param.: 6.04 sN Param.: 0.92 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one![]() ![]() |
MeCN | N Param.: 5.44 sN Param.: 1.12 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(2S,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one![]() ![]() |
MeCN | N Param.: 8.76 sN Param.: 0.89 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(2R,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one![]() ![]() |
MeCN | N Param.: 7.39 sN Param.: 1.00 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 17.88 sN Param.: 0.73 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2025, xx, ASAPArticle 10.1021/jacs.4c14825 |
((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 19.63 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2025, xx, ASAPArticle 10.1021/jacs.4c14825 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 16.38 sN Param.: 0.60 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2025, xx, ASAPArticle 10.1021/jacs.4c14825 |
((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 17.28 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2025, xx, ASAPArticle 10.1021/jacs.4c14825 |
2,2,2-trifluoroethylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 10.13 sN Param.: 0.75 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
tert-butylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 12.35 sN Param.: 0.72 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
isopropylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.77 sN Param.: 0.70 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
ethanolamine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.11 sN Param.: 0.71 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
benzylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.29 sN Param.: 0.67 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
allylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.37 sN Param.: 0.66 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
n-propylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.11 sN Param.: 0.63 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
n-butylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.27 sN Param.: 0.63 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
dipropylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.51 sN Param.: 0.80 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
diethylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.10 sN Param.: 0.73 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
morpholine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.65 sN Param.: 0.74 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
piperidine (in MeCN)![]() ![]() |
MeCN | N Param.: 17.35 sN Param.: 0.68 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
di(methoxyethyl)amine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.24 sN Param.: 0.93 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
2-methyl-4,5-dihydro-1H-imidazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 12.92 sN Param.: 0.77 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-phenyl-4,5-dihydro-1H-imidazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 12.31 sN Param.: 0.77 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
1-(2-methyl-4,5-dihydro-1H-imidazol-1-yl)ethanone (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 10.03 sN Param.: 0.75 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
1-benzyl-2-phenyl-4,5-dihydro-1H-imidazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.11 sN Param.: 0.83 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-methyl-4,5-dihydrothiazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 10.20 sN Param.: 0.71 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-methyl-4,5-dihydro-1,3-oxazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 9.81 sN Param.: 0.77 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-methyl-4,5-dihydro-3H-pyrrole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.12 sN Param.: 0.69 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-methyl-1,4,5,6-tetrahydropyrimidine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 15.21 sN Param.: 0.69 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-methyl-1,4,5,6-tetrahydropyrimidine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.43 sN Param.: 0.79 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-methyl-1,4,5,6-tetrahydropyrimidine (in DMSO)![]() ![]() |
DMSO | N Param.: 14.58 sN Param.: 0.79 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-phenyl-1,4,5,6-tetrahydropyrimidine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 14.62 sN Param.: 0.72 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
4-(2-(fluorodiphenylmethyl)pyrrolidin-1-yl)pyridine![]() ![]() |
dichloromethane | N Param.: 14.57 sN Param.: 0.75 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2014, , 1202-1211 10.1002/ejoc.201301730 |
4-(morpholino)pyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 14.59 sN Param.: 0.69 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2016, , 4050-4058 10.1002/ejoc.201600572 |
4-methoxyaniline (in water)![]() ![]() |
water | N Param.: 14.28 sN Param.: 0.68 | ![]() ![]() ![]() | ChemPlusChem 2015, 80, 1673-1679 10.1002/cplu.201500246 |
2-phenylethylamine (in water)![]() ![]() |
water | N Param.: 13.40 sN Param.: 0.57 | ![]() ![]() ![]() | ChemPlusChem 2015, 80, 1673-1679 10.1002/cplu.201500246 |
1,1,3,3-tetramethylguanidine![]() ![]() |
dichloromethane | N Param.: 13.58 sN Param.: 0.77 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
2-benzyl-1,1,3,3-tetramethylguanidine![]() ![]() |
dichloromethane | N Param.: 14.36 sN Param.: 0.79 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
1,3-dimethylimidazolidin-2-imine![]() ![]() |
dichloromethane | N Param.: 12.46 sN Param.: 0.87 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
N-(1,3-dimethylimidazolidin-2-ylidene)-1-phenylmethanamine![]() ![]() |
dichloromethane | N Param.: 14.00 sN Param.: 0.70 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole (TBO)![]() ![]() |
dichloromethane | N Param.: 14.44 sN Param.: 0.79 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |