Nucleophiles
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| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| 2-((2,2,5,5-tetramethyl-1-(prop-1-en-1-yl)-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)   | MeCN | N Param.: 9.25sN Param.: 0.84 |    | Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h | 
| 2,4,6-trimethylpyridine (in CH2Cl2)   | dichloromethane | N Param.: 9.34sN Param.: 0.71 |    | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 | 
| phenyldiazomethane   | dichloromethane | N Param.: 9.35sN Param.: 0.83 |    | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | 
| 2-(3-chlorophenyl)-1,3-dimethyl-benzimidazoline (in MeCN)   | MeCN | N Param.: 9.38sN Param.: 0.71 |  | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | 
| 2,4,6-trimethylpyridine (in MeCN)   | MeCN | N Param.: 9.39sN Param.: 0.60 |    | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 | 
| ethyl (E)-3-(dimethylamino)acrylate   | dichloromethane | N Param.: 9.43sN Param.: 0.80 |  | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | 
| 2-methyl-imidazole (in water)   | water | N Param.: 9.45sN Param.: 0.54 |    | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | 
| ammonia (in water)   | water | N Param.: 9.48sN Param.: 0.59 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| lithium (E)-2-(3,5-bis(trifluoromethyl)phenyl)-2-(but-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)   | MeCN | N Param.: 9.49sN Param.: 0.82 |    | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 | 
| N-phenylpropan-2-imine (in CH2Cl2)   | dichloromethane | N Param.: 9.53sN Param.: 0.85 |    | Z. Naturforsch. B 2013, 68b, 693-699 10.5560/ZNB.2013-3085 | 
| Ph3P=CH-COPh   | dichloromethane | N Param.: 9.54sN Param.: 0.97 |    | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | 
| dipp Imd boronate   | dichloromethane | N Param.: 9.55sN Param.: 0.81 |    | Org. Lett. 2012, 14, 82-85 10.1021/ol202836p | 
| potassium trifluoro(1-methyl-1H-indol-2-yl)borate   | MeCN | N Param.: 9.55sN Param.: 1.16 |    | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | 
| imidazole (in water)   | water | N Param.: 9.63sN Param.: 0.57 |    | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | 
| (E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylprop-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)   | MeCN | N Param.: 9.64sN Param.: 0.70 |    | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 | 
| 2-phenyl-1,3-dimethyl-benzimidazoline   | MeCN | N Param.: 9.72sN Param.: 0.72 |    | Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322 | 
| fluoride (in 60% aq MeCN)   | water-MeCN mix | N Param.: 9.75sN Param.: 0.63 |    | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z | 
| N-benzyl-1,4-dihydronicotineamide (in 50W50AN)   | water-MeCN mix | N Param.: 9.79sN Param.: 0.70 |  | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | 
| N-benzyl-1,4-dihydronicotineamide (in MeCN)   | MeCN | N Param.: 9.80sN Param.: 0.70 |  | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | 
| 1,1-diethoxyethene   | dichloromethane | N Param.: 9.81sN Param.: 0.81 |    | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 | 
