Nucleophiles
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| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| pyridin-4-yl(tosyl)amide (Ph4P+) (in MeCN)   | MeCN | N Param.: 17.19sN Param.: 0.64 |    | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 | 
| pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in MeCN)   | MeCN | N Param.: 16.38sN Param.: 0.60 |    | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 | 
| pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in CH2Cl2)   | dichloromethane | N Param.: 17.88sN Param.: 0.73 |    | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 | 
| pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4P+) (in MeCN)   | MeCN | N Param.: 16.48sN Param.: 0.60 |    | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 | 
| pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4N+) (in MeCN)   | MeCN | N Param.: 16.68sN Param.: 0.59 |    | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 | 
| pyridin-4-yl((4-(trifluoromethyl)phenyl)sulfonyl)amide (Ph4P+) (in MeCN)   | MeCN | N Param.: 19.51sN Param.: 0.47 |    | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 | 
| purine anion (in water)   | water | N Param.: 11.00sN Param.: 0.54 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| purine anion (in DMSO)   | DMSO | N Param.: 15.03sN Param.: 0.77 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| propene   | dichloromethane | N Param.: -2.41sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| propargylamine (in water)   | water | N Param.: 12.29sN Param.: 0.59 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| proline (anionic, in water)   | water | N Param.: 18.08sN Param.: 0.50 |    | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | 
| prolinate (in MeCN)   | MeCN | N Param.: 19.95sN Param.: 0.68 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| prenyl-tributylstannane   | dichloromethane | N Param.: 4.74sN Param.: 1.15 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| potassium trifluoro(furan-3-yl)borate   | MeCN | N Param.: 6.83sN Param.: 0.93 |    | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | 
| potassium trifluoro(3-methoxy-thiophen-2-yl)borate   | MeCN | N Param.: 7.32sN Param.: 0.90 |    | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | 
| potassium trifluoro(1-methyl-1H-indol-5-yl)borate   | MeCN | N Param.: 8.77sN Param.: 1.09 |    | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | 
| 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 | 
| potassium indenide (in DMSO)   | DMSO | N Param.: 24.16sN Param.: 0.68 |    | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| potassium allyltrifluoroborate (in MeCN)   | MeCN | N Param.: 5.29sN Param.: 0.87 |   | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 | 
| potassium (1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)trifluoroborate   | MeCN | N Param.: 7.10sN Param.: 1.18 |    | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | 
