Nucleophiles
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| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| anion of 1-phenyl-2-(phenylsulfonyl)ethanone (in DMSO)   | DMSO | N Param.: 17.19sN Param.: 0.56 |    | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 | 
| 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 | 
| p-toluenesulfonamide anion (in DMSO)   | DMSO | N Param.: 17.14sN Param.: 0.60 |    | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | 
| dimethylamine (in water)   | water | N Param.: 17.12sN Param.: 0.50 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| Desoxy Breslow intermediate 2a   | THF | N Param.: 17.12sN Param.: 0.80 |    | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 | 
| triethylamine (in MeCN)   | MeCN | N Param.: 17.10sN Param.: 0.52 |  | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 | 
| azide ion (in 91iPr9AN)   | iPrOH-MeCN mix | N Param.: 17.07sN Param.: 0.71 |    | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 | 
| uracil anion (in DMSO)   | DMSO | N Param.: 17.04sN Param.: 0.63 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| isopropanolate (in propan-2-ol)   | iPrOH | N Param.: 17.03sN Param.: 0.63 |    | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 | 
| 3-acetyl-2-oxotetrahydro-2H-pyran-3-ide (in DMSO)   | DMSO | N Param.: 17.00sN Param.: 0.74 |    | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 | 
| morpholine (in DMSO)   | DMSO | N Param.: 16.96sN Param.: 0.67 |    | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | 
| anion of (4-cyanophenyl)nitromethane (in DMSO)   | DMSO | N Param.: 16.96sN Param.: 0.73 |    | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | 
| acetate (in MeCN)   | MeCN | N Param.: 16.90sN Param.: 0.75 |    | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | 
| SO3(2-) (in water)   | water | N Param.: 16.83sN Param.: 0.56 |    | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | 
| benzoate (in MeCN)   | MeCN | N Param.: 16.82sN Param.: 0.70 |    | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | 
| 2-Et super-dmap (in MeCN)   | MeCN | N Param.: 16.81sN Param.: 0.60 |    | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 | 
| N-methyl-morpholine (in MeCN)   | MeCN | N Param.: 16.80sN Param.: 0.52 |  | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 | 
| 1-methyl-2-phenylpyrrolidine (in CH2Cl2)   | dichloromethane | N Param.: 16.80sN Param.: 0.49 |    | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | 
| 2-methylpyrrolidine (in MeCN)   | MeCN | N Param.: 16.78sN Param.: 0.71 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| (S)-pyrrolidin-2-ylmethanol   | MeCN | N Param.: 16.74sN Param.: 0.67 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
