Nucleophiles
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| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| 1,3-Bis(2,6-diisopropylphenyl)-5-(4-methoxyphenyl)-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)   | THF | N Param.: 23.55sN Param.: 0.56 |    | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 | 
| cysteine (dianionic, in water, S-nucleophile!)   | water | N Param.: 23.43sN Param.: 0.42 |    | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | 
| cysteine (dianionic, in water)   | water | N Param.: 23.43sN Param.: 0.42 |    | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | 
| m-(trifluoromethyl)phenolate (in DMF)   | DMF | N Param.: 23.40sN Param.: 0.51 |  | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| thiophenolate (in DMSO)   | DMSO | N Param.: 23.36sN Param.: 0.74 |    | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | 
| 1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-ide (in THF)   | THF | N Param.: 23.35sN Param.: 0.40 |    | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 | 
| 2-(pyrid-4-yl)CH(-)CO2Et (in DMSO)   | DMSO | N Param.: 23.27sN Param.: 0.70 |    | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 | 
| m-(trifluoromethyl)phenolate (in MeCN)   | MeCN | N Param.: 23.20sN Param.: 0.51 |  | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| anion of 1,2-diphenylethanone (in DMSO)   | DMSO | N Param.: 23.15sN Param.: 0.60 |    | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 | 
| trimethylamine (in MeCN)   | MeCN | N Param.: 23.05sN Param.: 0.45 |    | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | 
| anion of diethyl 2-butylmalonate (in DMSO)   | DMSO | N Param.: 23.00sN Param.: 0.55 |    | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 | 
| 3-(2,6-dimethoxyphenyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF)   | THF | N Param.: 23.00sN Param.: 0.46 |    | Org. Lett. 2016, 18, 3566-3569 10.1021/acs.orglett.[...] | 
| 4-bromothiophenolate (in DMSO)   | DMSO | N Param.: 22.80sN Param.: 0.78 |    | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | 
| 1,3-bis(2,6-diisopropylphenyl)-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)   | THF | N Param.: 22.80sN Param.: 0.60 |    | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 | 
| (S)-4-benzyl-1,3-oxazolidin-2-one anion (in DMSO)   | DMSO | N Param.: 22.67sN Param.: 0.54 |    | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | 
| 2-sulfidoacetate (in water)   | water | N Param.: 22.62sN Param.: 0.43 |    | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | 
| m-(trifluoromethyl)phenolate (in DMSO)   | DMSO | N Param.: 22.62sN Param.: 0.51 |   | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| anion of (4-CN-C6H4)CH2SO2Ph (in DMSO)   | DMSO | N Param.: 22.60sN Param.: 0.57 |    | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h | 
| naphthalene-2-thiolate (in DMSO)   | DMSO | N Param.: 22.55sN Param.: 0.83 |    | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | 
| 3-chlorothiophenolate (in DMSO)   | DMSO | N Param.: 22.50sN Param.: 0.78 |    | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | 
