Nucleophiles
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| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| enolate of 2-coumaranone (in DMSO)   | DMSO | N Param.: 19.60sN Param.: 0.75 |    | J. Org. Chem. 2024, 89, 6915-6928 10.1021/acs.joc.4c00277 | 
| 1-ethoxy-2-methyl-1,3-dioxobutan-2-ide (in DMSO)   | DMSO | N Param.: 19.58sN Param.: 0.73 |    | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 | 
| p-cyanophenolate (in MeCN)   | MeCN | N Param.: 19.58sN Param.: 0.59 |   | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| 1-(ethoxycarbonyl)-2-oxocycloheptan-1-ide   | DMSO | N Param.: 19.53sN Param.: 0.83 |    | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 | 
| 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 | 
| anion of malononitrile (in water)   | water | N Param.: 19.50sN Param.: 0.55 |    | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | 
| anion of 4-cyanobenzyl trifluoromethyl sulfone (in 91M9AN)   | MeOH-MeCN mix | N Param.: 19.49sN Param.: 0.63 |    | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | 
| 2-oxo-2-phenyl-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)   | DMSO | N Param.: 19.46sN Param.: 0.58 |    | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h | 
| 1-methyl-2-methylene-3-phenyl-1,2-dihydropyridine (in DMSO)   | DMSO | N Param.: 19.41sN Param.: 0.61 |    | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 | 
| 2-oxo-2-phenyl-1-(quinolin-1-ium-1-yl)ethan-1-ide (in DMSO)   | DMSO | N Param.: 19.38sN Param.: 0.50 |    | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h | 
| anion of malononitrile (in DMSO)   | DMSO | N Param.: 19.36sN Param.: 0.67 |    | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | 
| 1-(4-(tert-butyl)phenyl)-2-methylene-4,6-diphenyl-1,2-dihydropyridine (in DMSO)   | DMSO | N Param.: 19.36sN Param.: 0.68 |    | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 | 
| anion of 4-methylbenzyl trifluoromethyl sulfone (in DMSO)   | DMSO | N Param.: 19.35sN Param.: 0.67 |    | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | 
| 1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)   | dichloromethane | N Param.: 19.31sN Param.: 0.46 |    | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 | 
| O-ethyl dithiocarbonate (in MeCN)   | MeCN | N Param.: 19.30sN Param.: 0.69 |    | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j | 
| anion of N,N-diethyl-3-oxo-3-phenylpropanoate (in DMSO)   | DMSO | N Param.: 19.28sN Param.: 0.65 |    | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 | 
| (EtO)2P(O)CH(-)CO2Et (in DMSO)   | DMSO | N Param.: 19.23sN Param.: 0.65 |    | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | 
| anion of diethyl 2-cyclohexylmalonate (in DMSO)   | DMSO | N Param.: 19.23sN Param.: 0.67 |    | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 | 
| Ph2P(O)CH(-)CO2Et (in DMSO)   | DMSO | N Param.: 19.20sN Param.: 0.69 |    | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | 
| 2-ethoxy-1-methoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)   | DMSO | N Param.: 19.15sN Param.: 0.59 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
