Nucleophiles
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| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| anion of p-tolylnitromethane (in DMSO)   | DMSO | N Param.: 18.31sN Param.: 0.76 |    | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | 
| anion of phenylnitromethane (in DMSO)   | DMSO | N Param.: 18.29sN Param.: 0.71 |    | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | 
| perhydroazepine (in water)   | water | N Param.: 18.29sN Param.: 0.46 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| O-isopropyl dithiocarbonate (in MeCN)   | MeCN | N Param.: 18.27sN Param.: 0.78 |    | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j | 
| anion of dimethyl malonate (in 91M9AN)   | MeOH-MeCN mix | N Param.: 18.24sN Param.: 0.64 |    | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 | 
| anion of 4-nitrobenzyl trifluoromethyl sulfone (in 91M9AN)   | MeOH-MeCN mix | N Param.: 18.24sN Param.: 0.66 |    | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | 
| anion of malononitrile (in 91M9AN)   | MeOH-MeCN mix | N Param.: 18.21sN Param.: 0.69 |    | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 | 
| 2-chloro-1,3-diethoxy-1,3-dioxopropan-2-ide (in DMSO)   | DMSO | N Param.: 18.19sN Param.: 0.74 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| 3-chloroperoxybenzoate (in H2O)   | water | N Param.: 18.19sN Param.: 0.47 |    | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | 
| piperidine (in water)   | water | N Param.: 18.13sN Param.: 0.44 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| tris(2,6-dimethoxyphenyl)phosphane (in MeCN)   | MeCN | N Param.: 18.11sN Param.: 0.62 |  | Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080 | 
| 1,3-dimethyl-2-methyleneimidazolidine (in THF)   | THF | N Param.: 18.11sN Param.: 0.68 |    | J. Org. Chem. 2021, 86, 2974-2985 10.1021/acs.joc.0c02838 | 
| (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 | 
| proline (anionic, in water)   | water | N Param.: 18.08sN Param.: 0.50 |    | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | 
| anion of (3-nitrophenyl)nitromethane (in DMSO)   | DMSO | N Param.: 18.06sN Param.: 0.71 |    | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | 
| MeSO2-CH-CO2Et (in DMSO)   | DMSO | N Param.: 18.00sN Param.: 0.66 |    | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | 
| adenine anion (in DMSO)   | DMSO | N Param.: 18.00sN Param.: 0.55 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| 4-fluoroperoxybenzoate (in H2O)   | water | N Param.: 17.99sN Param.: 0.47 |    | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | 
| 1-(3-chloropyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)   | DMSO | N Param.: 17.98sN Param.: 0.63 |    | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h | 
| dimethylamine (in MeCN)   | MeCN | N Param.: 17.96sN Param.: 0.63 |    | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | 
