N-Nucleophiles
| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| isopropylamine (in MeCN)   | MeCN | N Param.: 13.77sN Param.: 0.70 |    | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | 
| ISeU5 (in THF)   | THF | N Param.: 14.19sN Param.: 0.77 |    | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | 
| ISeU5 (in MeCN)   | MeCN | N Param.: 15.84sN Param.: 0.57 |    | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | 
| ISeU5 (in DCM)   | dichloromethane | N Param.: 16.11sN Param.: 0.58 |    | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | 
| ISeU4   | dichloromethane | N Param.: 14.42sN Param.: 0.67 |    | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | 
| ISeU3   | dichloromethane | N Param.: 15.16sN Param.: 0.66 |    | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | 
| ISeU2   | dichloromethane | N Param.: 14.27sN Param.: 0.63 |    | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | 
| ISeU1   | dichloromethane | N Param.: 15.26sN Param.: 0.60 |    | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | 
| imidazole anion (in DMSO)   | DMSO | N Param.: 21.09sN Param.: 0.51 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| imidazole (in water)   | water | N Param.: 9.63sN Param.: 0.57 |    | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | 
| imidazole (in MeCN)   | MeCN | N Param.: 11.47sN Param.: 0.79 |    | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | 
| imidazole (in DMSO)   | DMSO | N Param.: 11.58sN Param.: 0.79 |    | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | 
| imidazole (in 91M9AN)   | MeOH-MeCN mix | N Param.: 10.41sN Param.: 0.70 |    | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 | 
| hydroxylamine (in water)   | water | N Param.: 11.41sN Param.: 0.55 |    | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | 
| hydroxylamine (in MeCN)   | MeCN | N Param.: 12.80sN Param.: 0.63 |    | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | 
| hydroxylamine (in 91M9AN)   | MeOH-MeCN mix | N Param.: 12.23sN Param.: 0.66 |    | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 | 
| hydrazine (in water)   | water | N Param.: 13.46sN Param.: 0.57 |    | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | 
| hydrazine (in MeCN)   | MeCN | N Param.: 16.45sN Param.: 0.56 |    | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 | 
| hydrazine (in 91M9AN)   | MeOH-MeCN mix | N Param.: 13.47sN Param.: 0.70 |    | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 | 
| hydantoin anion (in DMSO)   | DMSO | N Param.: 17.52sN Param.: 0.55 |    | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | 
| histidine (anionic, in water)   | water | N Param.: 13.83sN Param.: 0.54 |    | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | 
| guanosine anion (in water)   | water | N Param.: 12.09sN Param.: 0.52 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| guanine anion (in water)   | water | N Param.: 11.63sN Param.: 0.59 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| glycylglycylglycine (anionic, in water)   | water | N Param.: 12.26sN Param.: 0.63 |    | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | 
| glycylglycine (anionic, in water)   | water | N Param.: 12.91sN Param.: 0.59 |    | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | 
| glycinenitrile (in water)   | water | N Param.: 10.80sN Param.: 0.61 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| glycineamide (in water)   | water | N Param.: 12.29sN Param.: 0.58 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| glycine (anionic, in water)   | water | N Param.: 13.51sN Param.: 0.58 |    | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | 
| glutamine (anionic, in water)   | water | N Param.: 13.45sN Param.: 0.54 |    | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | 
| glutamate (dianionic, in water)   | water | N Param.: 13.96sN Param.: 0.54 |    | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | 
| gamma-aminobutyric acid (anionic, in water)   | water | N Param.: 13.55sN Param.: 0.56 |    | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | 
| formohydrazide (in MeCN)   | MeCN | N Param.: 10.35sN Param.: 0.76 |    | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | 
| ethylenediamine (in water)   | water | N Param.: 13.28sN Param.: 0.58 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| ethylamine (in water)   | water | N Param.: 12.87sN Param.: 0.58 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| ethyl N-acetylcarbamate anion (in DMSO)   | DMSO | N Param.: 15.99sN Param.: 0.70 |    | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | 
| ethyl glycinate (in DMSO)   | DMSO | N Param.: 14.30sN Param.: 0.67 |    | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | 
| ethanolamine (in water)   | water | N Param.: 12.61sN Param.: 0.58 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| ethanolamine (in MeCN)   | MeCN | N Param.: 14.11sN Param.: 0.71 |    | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | 
| ethanolamine (in DMSO)   | DMSO | N Param.: 16.07sN Param.: 0.61 |    | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b | 
| ethanolamine (in 91M9AN)   | MeOH-MeCN mix | N Param.: 13.23sN Param.: 0.65 |    | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 | 
| dipropylamine (in MeCN)   | MeCN | N Param.: 14.51sN Param.: 0.80 |    | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | 
| dimethylamine (in water)   | water | N Param.: 17.12sN Param.: 0.50 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| dimethylamine (in MeCN)   | MeCN | N Param.: 17.96sN Param.: 0.63 |    | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | 
| diethylamine (in water)   | water | N Param.: 14.68sN Param.: 0.53 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| diethylamine (in MeCN)   | MeCN | N Param.: 15.10sN Param.: 0.73 |    | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | 
| diethanolamine (in water)   | water | N Param.: 13.00sN Param.: 0.61 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| diethanolamine (in DMSO)   | DMSO | N Param.: 15.51sN Param.: 0.70 |    | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b | 
| diethanolamine (in 91M9AN)   | MeOH-MeCN mix | N Param.: 13.71sN Param.: 0.67 |    | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 | 
| diacetamide anion (in DMSO)   | DMSO | N Param.: 16.05sN Param.: 0.70 |    | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | 
| di(methoxyethyl)amine (in MeCN)   | MeCN | N Param.: 13.24sN Param.: 0.93 |    | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | 
