N-Nucleophiles
| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| 4-nitro-imidazole anion (in water)   | water | N Param.: 11.37sN Param.: 0.53 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| 4-nitro-imidazole anion (in DMSO)   | DMSO | N Param.: 14.81sN Param.: 0.71 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| 4-methylpyridine (in H2O)   | water | N Param.: 11.10sN Param.: 0.75 |    | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| 4-methylpyridine (in CH2Cl2)   | dichloromethane | N Param.: 13.70sN Param.: 0.67 |  | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| 4-methyl-quinoline alias lepidine (in MeCN)   | MeCN | N Param.: 11.60sN Param.: 0.62 |    | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w | 
| 4-methyl-imidazole anion (in DMSO)   | DMSO | N Param.: 21.29sN Param.: 0.51 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| 4-methyl-imidazole (in MeCN)   | MeCN | N Param.: 11.79sN Param.: 0.77 |    | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | 
| 4-methoxypyridine (in H2O)   | water | N Param.: 11.44sN Param.: 0.68 |    | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| 4-methoxypyridine (in CH2Cl2)   | dichloromethane | N Param.: 13.70sN Param.: 0.67 |  | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| 4-methoxyaniline (in water)   | water | N Param.: 14.28sN Param.: 0.68 |    | ChemPlusChem 2015, 80, 1673-1679 10.1002/cplu.201500246 | 
| 4-methoxyaniline (in MeCN)   | MeCN | N Param.: 13.42sN Param.: 0.73 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| 4-formyl-imidazole anion (in DMSO)   | DMSO | N Param.: 16.40sN Param.: 0.67 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| 4-chloropyridine (in H2O)   | water | N Param.: 10.50sN Param.: 0.73 |  | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| 4-chloropyridine (in CH2Cl2)   | dichloromethane | N Param.: 11.70sN Param.: 0.67 |  | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| 4-chloroaniline (in MeCN)   | MeCN | N Param.: 12.92sN Param.: 0.60 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| 4-aminopyridine (in H2O)   | water | N Param.: 12.19sN Param.: 0.66 |    | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| 4-aminopyridine (in CH2Cl2)   | dichloromethane | N Param.: 15.20sN Param.: 0.67 |  | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| 4-amino-3,5-dibromo-pyridine (in MeCN)   | MeCN | N Param.: 11.11sN Param.: 0.75 |    | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | 
| 4-acetamido-pyridine (in MeCN)   | MeCN | N Param.: 13.24sN Param.: 0.67 |    | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | 
| 4-(morpholino)pyridine (in MeCN)   | MeCN | N Param.: 14.80sN Param.: 0.63 |    | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | 
| 4-(morpholino)pyridine (in CH2Cl2)   | dichloromethane | N Param.: 14.59sN Param.: 0.69 |    | Eur. J. Org. Chem. 2016, , 4050-4058 10.1002/ejoc.201600572 | 
| 4-(dimethylamino)pyridine (in THF)   | THF | N Param.: 15.90sN Param.: 0.66 |    | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 | 
| 4-(dimethylamino)pyridine (in MeCN)   | MeCN | N Param.: 15.51sN Param.: 0.62 |    | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | 
| 4-(dimethylamino)pyridine (in H2O)   | water | N Param.: 13.19sN Param.: 0.56 |    | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| 4-(dimethylamino)pyridine (in DMSO)   | DMSO | N Param.: 14.80sN Param.: 0.67 |  | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| 4-(dimethylamino)pyridine (in DMF)   | DMF | N Param.: 14.90sN Param.: 0.67 |  | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| 4-(dimethylamino)pyridine (in CH2Cl2)   | dichloromethane | N Param.: 15.80sN Param.: 0.66 |    | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| 4-(dimethylamino)pyridine (in 91M9AN)   | MeOH-MeCN mix | N Param.: 13.20sN Param.: 0.67 |  | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| 4-(2-(fluorodiphenylmethyl)pyrrolidin-1-yl)pyridine   | dichloromethane | N Param.: 14.57sN Param.: 0.75 |    | Eur. J. Org. Chem. 2014, , 1202-1211 10.1002/ejoc.201301730 | 
| 4,4-dimethyl-glutarimide anion (in DMSO)   | DMSO | N Param.: 17.52sN Param.: 0.63 |    | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | 
| 3-methylpyridine (in MeCN)   | MeCN | N Param.: 11.50sN Param.: 0.80 |    | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | 
| 3-methylpyridine (in CH2Cl2)   | dichloromethane | N Param.: 10.90sN Param.: 0.93 |    | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | 
| 3-bromo-4-(dimethylamino)pyridine (in MeCN)   | MeCN | N Param.: 12.96sN Param.: 0.67 |    | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | 
| 3,5,6,7-tetrahydro-2H-imidazo[2,1-b][1,3]thiazine   | dichloromethane | N Param.: 13.00sN Param.: 0.83 |    | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x | 
| 2-tritylpyrrolidine   | MeCN | N Param.: 9.16sN Param.: 1.39 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| 2-pyridone anion (in water)   | water | N Param.: 12.47sN Param.: 0.52 |    | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u | 
| 2-pyridone anion (in MeCN)   | MeCN | N Param.: 20.11sN Param.: 0.57 |    | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u | 
| 2-pyridone anion (in DMSO)   | DMSO | N Param.: 19.91sN Param.: 0.60 |    | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u | 
| 2-phenylethylamine (in water)   | water | N Param.: 13.40sN Param.: 0.57 |    | ChemPlusChem 2015, 80, 1673-1679 10.1002/cplu.201500246 | 
| 2-phenyl-4,5-dihydro-1H-imidazole (in CH2Cl2)   | dichloromethane | N Param.: 12.31sN Param.: 0.77 |    | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 | 
| 2-phenyl-1,4,5,6-tetrahydropyrimidine (in CH2Cl2)   | dichloromethane | N Param.: 14.62sN Param.: 0.72 |    | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 | 
| 2-methylpyrrolidine (in MeCN)   | MeCN | N Param.: 16.78sN Param.: 0.71 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| 2-methylpyridine (in MeCN)   | MeCN | N Param.: 10.98sN Param.: 0.66 |    | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 | 
| 2-methylpyridine (in CH2Cl2)   | dichloromethane | N Param.: 10.52sN Param.: 0.78 |    | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 | 
| 2-methyl-imidazole anion (in DMSO)   | DMSO | N Param.: 21.03sN Param.: 0.50 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| 2-methyl-imidazole (in water)   | water | N Param.: 9.45sN Param.: 0.54 |    | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | 
| 2-methyl-imidazole (in MeCN)   | MeCN | N Param.: 11.74sN Param.: 0.76 |    | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | 
| 2-methyl-benzimidazole (in DMSO)   | DMSO | N Param.: 10.02sN Param.: 0.85 |    | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | 
| 2-methyl-4,5-dihydrothiazole (in CH2Cl2)   | dichloromethane | N Param.: 10.20sN Param.: 0.71 |    | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 | 
| 2-methyl-4,5-dihydro-3H-pyrrole (in CH2Cl2)   | dichloromethane | N Param.: 13.12sN Param.: 0.69 |    | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 | 
