N-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
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 | |
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 | |
1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyrimidine (TBN) | dichloromethane | N Param.: 16.15 sN Param.: 0.73 | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 | |
1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine (MeTBD) | dichloromethane | N Param.: 14.43 sN Param.: 0.81 | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 | |
2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine | dichloromethane | N Param.: 16.16 sN Param.: 0.75 | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 | |
DBN (in CH2Cl2) | dichloromethane | N Param.: 15.50 sN Param.: 0.76 | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 | |
4-chloropyridine (in CH2Cl2) | dichloromethane | N Param.: 11.70 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-chloropyridine (in H2O) | water | N Param.: 10.50 sN Param.: 0.73 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
pyridine (in CH2Cl2) | dichloromethane | N Param.: 12.90 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
pyridine (in H2O) | water | N Param.: 11.05 sN Param.: 0.73 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-methylpyridine (in CH2Cl2) | dichloromethane | N Param.: 13.70 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-methylpyridine (in H2O) | water | N Param.: 11.10 sN Param.: 0.75 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-methoxypyridine (in CH2Cl2) | dichloromethane | N Param.: 13.70 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-methoxypyridine (in H2O) | water | N Param.: 11.44 sN Param.: 0.68 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-aminopyridine (in CH2Cl2) | dichloromethane | N Param.: 15.20 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-aminopyridine (in H2O) | water | N Param.: 12.19 sN Param.: 0.66 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-(dimethylamino)pyridine (in CH2Cl2) | dichloromethane | N Param.: 15.80 sN Param.: 0.66 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-(dimethylamino)pyridine (in H2O) | water | N Param.: 13.19 sN Param.: 0.56 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-(dimethylamino)pyridine (in 91M9AN) | MeOH-MeCN mix | N Param.: 13.20 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-(dimethylamino)pyridine (in DMSO) | DMSO | N Param.: 14.80 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-(dimethylamino)pyridine (in DMF) | DMF | N Param.: 14.90 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-pyrrolidinopyridine (in CH2Cl2) | dichloromethane | N Param.: 15.90 sN Param.: 0.67 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
4-pyrrolidinopyridine (in H2O) | water | N Param.: 12.39 sN Param.: 0.66 | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | |
cyanate (in MeCN) | MeCN | N Param.: 13.60 sN Param.: 0.84 | Chem. Eur. J. 2008, 14, 3866-3868 10.1002/chem.200800314 | |
imidazole anion (in DMSO) | DMSO | N Param.: 21.09 sN Param.: 0.51 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
2-methyl-imidazole anion (in DMSO) | DMSO | N Param.: 21.03 sN Param.: 0.50 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
4-methyl-imidazole anion (in DMSO) | DMSO | N Param.: 21.29 sN Param.: 0.51 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
2,4-dimethyl-imidazole anion (in DMSO) | DMSO | N Param.: 20.69 sN Param.: 0.60 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
4-nitro-imidazole anion (in DMSO) | DMSO | N Param.: 14.81 sN Param.: 0.71 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
2-formyl-imidazole anion (in DMSO) | DMSO | N Param.: 16.06 sN Param.: 0.68 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
4-formyl-imidazole anion (in DMSO) | DMSO | N Param.: 16.40 sN Param.: 0.67 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
benzimidazole anion (in DMSO) | DMSO | N Param.: 19.13 sN Param.: 0.55 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
benzotriazole anion (in DMSO) | DMSO | N Param.: 16.29 sN Param.: 0.65 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
purine anion (in DMSO) | DMSO | N Param.: 15.03 sN Param.: 0.77 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
theophylline anion (in DMSO) | DMSO | N Param.: 14.78 sN Param.: 0.71 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
adenine anion (in DMSO) | DMSO | N Param.: 18.00 sN Param.: 0.55 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
uracil anion (in DMSO) | DMSO | N Param.: 17.04 sN Param.: 0.63 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
thymine anion (in DMSO) | DMSO | N Param.: 17.63 sN Param.: 0.62 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
1-methyl uracil anion (in DMSO) | DMSO | N Param.: 16.36 sN Param.: 0.69 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
4-nitro-imidazole anion (in water) | water | N Param.: 11.37 sN Param.: 0.53 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
2-formyl-imidazole anion (in water) | water | N Param.: 11.07 sN Param.: 0.50 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
benzotriazole anion (in water) | water | N Param.: 11.52 sN Param.: 0.67 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
purine anion (in water) | water | N Param.: 11.00 sN Param.: 0.54 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
theophylline anion (in water) | water | N Param.: 10.06 sN Param.: 0.71 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
adenine anion (in water) | water | N Param.: 10.93 sN Param.: 0.62 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
guanine anion (in water) | water | N Param.: 11.63 sN Param.: 0.59 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
9-methyl guanine anion (in water) | water | N Param.: 10.77 sN Param.: 0.65 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
guanosine anion (in water) | water | N Param.: 12.09 sN Param.: 0.52 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
uracil anion (in water) | water | N Param.: 10.75 sN Param.: 0.53 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
thymine anion (in water) | water | N Param.: 11.17 sN Param.: 0.51 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
1-methyl uracil anion (in water) | water | N Param.: 8.54 sN Param.: 0.77 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
TCAP (in MeCN) | MeCN | N Param.: 15.60 sN Param.: 0.68 | Chem. Eur. J. 2013, 19, 6435-6442 10.1002/chem.201204452 | |
4-pyrrolidinopyridine (in MeCN) | MeCN | N Param.: 14.99 sN Param.: 0.69 | Chem. Eur. J. 2013, 19, 6435-6442 10.1002/chem.201204452 | |
DBU (in MeCN) | MeCN | N Param.: 15.29 sN Param.: 0.70 | Chem. Commun. 2008, , 1792-1794 10.1039/b801811a | |
DBN (in MeCN) | MeCN | N Param.: 16.28 sN Param.: 0.67 | Chem. Commun. 2008, , 1792-1794 10.1039/b801811a | |
(S)-3,3-difluoro-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine (in CH2Cl2) | dichloromethane | N Param.: 10.83 sN Param.: 0.80 | ARKIVOC 2024, (4), 202312093 10.24820/ark.5550190[...] | |
nitrite ion (in MeCN) | MeCN | N Param.: 17.20 sN Param.: 0.72 | Angew. Chem. Int. Ed. 2005, 44, 4623-4626 10.1002/anie.200501274 | |
pyrrolidine (in 91M9AN) | MeOH-MeCN mix | N Param.: 15.97 sN Param.: 0.63 | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 | |
piperidine (in 91M9AN) | MeOH-MeCN mix | N Param.: 15.63 sN Param.: 0.64 | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 | |
morpholine (in 91M9AN) | MeOH-MeCN mix | N Param.: 15.40 sN Param.: 0.64 | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |