Nucleophiles
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| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| o-nitrophenolate (in DMF)   | DMF | N Param.: 16.65sN Param.: 0.70 |    | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| o-nitrophenolate (in DMSO)   | DMSO | N Param.: 15.48sN Param.: 0.71 |    | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| p-nitrophenolate (in DMF)   | DMF | N Param.: 15.05sN Param.: 0.80 |    | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| p-nitrophenolate (in MeCN)   | MeCN | N Param.: 15.14sN Param.: 0.82 |    | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| o-nitrophenolate (in MeCN)   | MeCN | N Param.: 15.83sN Param.: 0.80 |    | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| cysteine (dianionic, in water)   | water | N Param.: 23.43sN Param.: 0.42 |    | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | 
| lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate   | MeCN | N Param.: 6.24sN Param.: 1.00 |   | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| potassium trifluoro(furan-2-yl)borate   | MeCN | N Param.: 5.99sN Param.: 0.79 |   | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | 
| ((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in CH2Cl2)   | dichloromethane | N Param.: 19.63sN Param.: 0.65 |    | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 | 
| ((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in MeCN)   | MeCN | N Param.: 17.28sN Param.: 0.65 |    | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 | 
| ((dimethylsilyl)methyl)trimethylsilane   | dichloromethane | N Param.: 4.86sN Param.: 0.64 |  | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | 
| ((methylsilanediyl)bis(methylene))bis(trimethylsilane)   | dichloromethane | N Param.: 4.91sN Param.: 0.64 |   | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | 
| (1H-inden-1-yl)trimethylsilane (in CH2Cl2)   | dichloromethane | N Param.: -0.10sN Param.: 1.05 |    | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| (1H-inden-1-yl)trimethylstannane (in CH2Cl2)   | dichloromethane | N Param.: 6.68sN Param.: 0.81 |    | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| (1H-inden-1-yl)zinc(II) bromide*LiBr (in DMSO)   | DMSO | N Param.: 15.60sN Param.: 0.51 |   | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| (1H-inden-1-yl)zinc(II) chloride*LiCl (in DMSO)   | DMSO | N Param.: 18.10sN Param.: 0.46 |   | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| (1S)-(-)-alpha-pinene   | dichloromethane | N Param.: 0.68sN Param.: 1.10 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| (2,2-diphenylethyl)diethyl(methyl)silane   | dichloromethane | N Param.: -6.40sN Param.: 1.10 |  | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | 
| (2,3-dimethylbut-2-enyl)triethylsilane   | dichloromethane | N Param.: 3.15sN Param.: 1.15 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| (2-([1,1'-biphenyl]-4-yl)ethyl)trimethylstannane   | 1,2-dichloroethane | N Param.: -0.80sN Param.: 1.10 |  | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | 
