N-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
DABCO (in MeCN) | MeCN | N Param.: 18.80 sN Param.: 0.70 | Angew. Chem. Int. Ed. 2007, 46, 6176-6179 10.1002/anie.200701489 | |
quinuclidine (in MeCN) | MeCN | N Param.: 20.54 sN Param.: 0.60 | Angew. Chem. Int. Ed. 2007, 46, 6176-6179 10.1002/anie.200701489 | |
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 | |
cyanate (in MeCN) | MeCN | N Param.: 13.60 sN Param.: 0.84 | Chem. Eur. J. 2008, 14, 3866-3868 10.1002/chem.200800314 | |
6-methoxy-quinoline (in MeCN) | MeCN | N Param.: 10.86 sN Param.: 0.66 | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w | |
4-methyl-quinoline alias lepidine (in MeCN) | MeCN | N Param.: 11.60 sN Param.: 0.62 | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w | |
2-(naphthylmethyl)quinuclidine (in MeCN) | MeCN | N Param.: 15.66 sN Param.: 0.62 | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w | |
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 | |
imidazole (in MeCN) | MeCN | N Param.: 11.47 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-methyl-imidazole (in MeCN) | MeCN | N Param.: 11.90 sN Param.: 0.73 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-phenyl-imidazole (in MeCN) | MeCN | N Param.: 11.31 sN Param.: 0.67 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
2-methyl-imidazole (in MeCN) | MeCN | N Param.: 11.74 sN Param.: 0.76 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
4-methyl-imidazole (in MeCN) | MeCN | N Param.: 11.79 sN Param.: 0.77 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
2,4-dimethyl-imidazole (in MeCN) | MeCN | N Param.: 11.51 sN Param.: 0.84 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-(trimethylsilyl)-imidazole (in MeCN) | MeCN | N Param.: 11.43 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-methyl-benzimidazole (in MeCN) | MeCN | N Param.: 10.37 sN Param.: 0.82 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
benzotriazole (in MeCN) | MeCN | N Param.: 7.69 sN Param.: 0.76 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
1-methyl-benzotriazole (in MeCN) | MeCN | N Param.: 7.77 sN Param.: 0.76 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
triethylamine (in MeCN) | MeCN | N Param.: 17.10 sN Param.: 0.52 | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 | |
N-methyl-pyrrolidine (in MeCN) | MeCN | N Param.: 20.59 sN Param.: 0.52 | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 | |
N-methyl-piperidine (in MeCN) | MeCN | N Param.: 18.72 sN Param.: 0.52 | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 | |
N-methyl-morpholine (in MeCN) | MeCN | N Param.: 16.80 sN Param.: 0.52 | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 | |
2-pyridone anion (in MeCN) | MeCN | N Param.: 20.11 sN Param.: 0.57 | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u | |
4-pyridone anion (in MeCN) | MeCN | N Param.: 20.22 sN Param.: 0.49 | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u | |
saccharin anion (in MeCN) | MeCN | N Param.: 10.78 sN Param.: 0.89 | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | |
2-Me super-dmap (in MeCN) | MeCN | N Param.: 16.65 sN Param.: 0.58 | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 | |
2-Et super-dmap (in MeCN) | MeCN | N Param.: 16.81 sN Param.: 0.60 | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 | |
2-Bn super-dmap (in MeCN) | MeCN | N Param.: 17.69 sN Param.: 0.57 | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 | |
2-Ac super-dmap (in MeCN) | MeCN | N Param.: 15.39 sN Param.: 0.60 | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 | |
2-Bz super-dmap (in MeCN) | MeCN | N Param.: 14.19 sN Param.: 0.67 | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 | |
hydrazine (in MeCN) | MeCN | N Param.: 16.45 sN Param.: 0.56 | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 | |
1,1-dimethylhydrazine (in MeCN) | MeCN | N Param.: 11.72 sN Param.: 0.73 | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 | |
trimethylhydrazine (in MeCN) | MeCN | N Param.: 12.43 sN Param.: 0.75 | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 | |
1,1-dimethylhydrazine (in MeCN) | MeCN | N Param.: 22.41 sN Param.: 0.45 | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 | |
trimethylhydrazine (in MeCN) | MeCN | N Param.: 17.75 sN Param.: 0.53 | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 | |
acetonitrile (in MeCN) | MeCN | N Param.: 2.23 sN Param.: 0.84 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
4-(morpholino)pyridine (in MeCN) | MeCN | N Param.: 14.80 sN Param.: 0.63 | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | |
3-bromo-4-(dimethylamino)pyridine (in MeCN) | MeCN | N Param.: 12.96 sN Param.: 0.67 | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | |
4-amino-3,5-dibromo-pyridine (in MeCN) | MeCN | N Param.: 11.11 sN Param.: 0.75 | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | |
4-acetamido-pyridine (in MeCN) | MeCN | N Param.: 13.24 sN Param.: 0.67 | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | |
methylhydrazine (in MeCN) | MeCN | N Param.: 17.73 sN Param.: 0.58 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
1,2-dimethylhydrazine (in MeCN) | MeCN | N Param.: 16.15 sN Param.: 0.68 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
formohydrazide (in MeCN) | MeCN | N Param.: 10.35 sN Param.: 0.76 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
N',N'-dimethylformohydrazide (in MeCN) | MeCN | N Param.: 15.69 sN Param.: 0.51 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
tert-butyl hydrazinecarboxylate (in MeCN) | MeCN | N Param.: 11.40 sN Param.: 0.70 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
benzohydrazide (in MeCN) | MeCN | N Param.: 12.49 sN Param.: 0.66 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
hydroxylamine (in MeCN) | MeCN | N Param.: 12.80 sN Param.: 0.63 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
N-methylhydroxylamine (in MeCN) | MeCN | N Param.: 14.10 sN Param.: 0.76 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
ammonia (in MeCN) | MeCN | N Param.: 11.39 sN Param.: 0.69 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
methylamine (in MeCN) | MeCN | N Param.: 15.19 sN Param.: 0.68 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
dimethylamine (in MeCN) | MeCN | N Param.: 17.96 sN Param.: 0.63 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
trimethylamine (in MeCN) | MeCN | N Param.: 23.05 sN Param.: 0.45 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
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 | |
nicotine (in MeCN) | MeCN | N Param.: 11.60 sN Param.: 0.81 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
3-methylpyridine (in MeCN) | MeCN | N Param.: 11.50 sN Param.: 0.80 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
1-methyl-2-phenylpyrrolidine (in MeCN) | MeCN | N Param.: 15.70 sN Param.: 0.54 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
prolinate (in MeCN) | MeCN | N Param.: 19.95 sN Param.: 0.68 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
2-methylpyrrolidine (in MeCN) | MeCN | N Param.: 16.78 sN Param.: 0.71 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
pyrrolidine (inMeCN) | MeCN | N Param.: 18.58 sN Param.: 0.61 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(R)-2-isopropylpyrrolidine | MeCN | N Param.: 16.44 sN Param.: 0.71 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
2,2-dimethylpyrrolidine | MeCN | N Param.: 13.96 sN Param.: 0.76 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
2-benzylpyrrolidine | MeCN | N Param.: 17.43 sN Param.: 0.66 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-2-benzhydrylpyrrolidine | MeCN | N Param.: 16.61 sN Param.: 0.67 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-pyrrolidin-2-ylmethanamine | MeCN | N Param.: 17.24 sN Param.: 0.67 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-N,N-dimethyl-1-(pyrrolidin-2-yl)methanamine | MeCN | N Param.: 17.41 sN Param.: 0.68 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-1-(pyrrolidin-2-ylmethyl)pyrrolidine | MeCN | N Param.: 18.33 sN Param.: 0.64 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-2-(azidomethyl)pyrrolidine | MeCN | N Param.: 15.43 sN Param.: 0.73 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-pyrrolidin-2-ylmethanol | MeCN | N Param.: 16.74 sN Param.: 0.67 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-2-(methoxymethyl)pyrrolidine | MeCN | N Param.: 16.50 sN Param.: 0.71 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
2-(trifluoromethyl)pyrrolidine | MeCN | N Param.: 11.34 sN Param.: 0.73 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
methyl L-prolinate | MeCN | N Param.: 14.75 sN Param.: 0.82 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-N,N-dimethylpyrrolidine-2-carboxamide | MeCN | N Param.: 17.61 sN Param.: 0.67 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-N-propylpyrrolidine-2-carboxamide | MeCN | N Param.: 15.20 sN Param.: 0.73 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-2-(pyrrolidin-2-ylmethyl)isoindoline-1,3-dione | MeCN | N Param.: 15.90 sN Param.: 0.77 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-4-phenyl-1-(pyrrolidin-2-ylmethyl)-1H-1,2,3-triazole | MeCN | N Param.: 15.32 sN Param.: 0.72 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(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 |