N-Nucleophiles
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| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| quinidine   | dichloromethane | N Param.: 10.54sN Param.: 0.74 |    | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w | 
| 2-methylpyridine (in CH2Cl2)   | dichloromethane | N Param.: 10.52sN Param.: 0.78 |    | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 | 
| 4-chloropyridine (in H2O)   | water | N Param.: 10.50sN Param.: 0.73 |  | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| benzimidazole (in DMSO)   | DMSO | N Param.: 10.50sN Param.: 0.79 |    | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | 
| tert-butylamine (in water)   | water | N Param.: 10.48sN Param.: 0.65 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| quinine   | dichloromethane | N Param.: 10.46sN Param.: 0.75 |    | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w | 
| 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 | 
| nicotine (in CH2Cl2)   | dichloromethane | N Param.: 10.40sN Param.: 1.04 |    | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | 
| 1-methyl-benzimidazole (in MeCN)   | MeCN | N Param.: 10.37sN Param.: 0.82 |    | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | 
| formohydrazide (in MeCN)   | MeCN | N Param.: 10.35sN Param.: 0.76 |    | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | 
| 2,5-dimethyl-benzimidazole (in DMSO)   | DMSO | N Param.: 10.21sN Param.: 0.85 |    | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | 
| 2,2,2-trifluoroethylamine (in 91M9AN)   | MeOH-MeCN mix | N Param.: 10.20sN Param.: 0.92 |    | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 | 
| 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 | 
| 2,2,2-trifluoroethylamine (in MeCN)   | MeCN | N Param.: 10.13sN Param.: 0.75 |    | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | 
| theophylline anion (in water)   | water | N Param.: 10.06sN Param.: 0.71 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| 1-(2-methyl-4,5-dihydro-1H-imidazol-1-yl)ethanone (in CH2Cl2)   | dichloromethane | N Param.: 10.03sN Param.: 0.75 |    | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 | 
| 2-methyl-benzimidazole (in DMSO)   | DMSO | N Param.: 10.02sN Param.: 0.85 |    | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | 
| 1-methyl-imidazole (in water)   | water | N Param.: 9.91sN Param.: 0.55 |    | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | 
| (S)-2-(azidodiphenylmethyl)pyrrolidine   | MeCN | N Param.: 9.90sN Param.: 1.22 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| 2,6-dimethylpyridine (in CH2Cl2)   | dichloromethane | N Param.: 9.87sN Param.: 0.68 |    | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 | 
