Nucleophiles
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| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| thioacetate (in MeCN)   | MeCN | N Param.: 21.20sN Param.: 0.63 |    | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j | 
| 1,3,5-trimethyl-2-methylene-1,2-dihydropyridine (in DMSO)   | DMSO | N Param.: 21.16sN Param.: 0.59 |    | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 | 
| anion of diethyl methylmalonate (in DMSO)   | DMSO | N Param.: 21.13sN Param.: 0.68 |    | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | 
| imidazole anion (in DMSO)   | DMSO | N Param.: 21.09sN Param.: 0.51 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| Me2S=CH(4-CN-C6H4) (in DMSO)   | DMSO | N Param.: 21.07sN Param.: 0.68 |    | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | 
| 2-methyl-imidazole anion (in DMSO)   | DMSO | N Param.: 21.03sN Param.: 0.50 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| o,o'-di-tert-butylphenolate (in DMSO)   | DMSO | N Param.: 21.02sN Param.: 0.59 |   | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| glutathione GSH(NH3+/S-)   | water | N Param.: 20.97sN Param.: 0.56 |    | Angew. Chem. Int. Ed.  2019, 58, 17704-17708 10.1002/anie.201909803 | 
| N,N-dimethyl dithiocarbamate (in MeCN)   | MeCN | N Param.: 20.93sN Param.: 0.69 |    | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j | 
| 1,3-di-tert-butyl-2,3-dihydro-1H-benzo[d][1,3,2]diazaphosphole (in MeCN)   | MeCN | N Param.: 20.93sN Param.: 0.43 |    | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 10.1002/anie.201901456 | 
| 1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)   | THF | N Param.: 20.78sN Param.: 0.61 |    | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 | 
| 1,6-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO)   | DMSO | N Param.: 20.76sN Param.: 0.60 |    | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 | 
| anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in 91M9AN)   | MeOH-MeCN mix | N Param.: 20.72sN Param.: 0.58 |    | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | 
| anion of nitromethane (in DMSO)   | DMSO | N Param.: 20.71sN Param.: 0.60 |    | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | 
| 2,4-dimethyl-imidazole anion (in DMSO)   | DMSO | N Param.: 20.69sN Param.: 0.60 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| 1,3-diethoxy-2-fluoro-1,3-dioxopropan-2-ide (in DMSO)   | DMSO | N Param.: 20.63sN Param.: 0.76 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| p-methoxyphenolate (in MeCN)   | MeCN | N Param.: 20.62sN Param.: 0.69 |    | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| anion of 2-nitropropane (in DMSO)   | DMSO | N Param.: 20.61sN Param.: 0.69 |    | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | 
| MeSO-CH-CO2Et (in DMSO)   | DMSO | N Param.: 20.61sN Param.: 0.64 |    | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | 
| N-methyl-pyrrolidine (in CH2Cl2)   | dichloromethane | N Param.: 20.60sN Param.: 0.52 |  | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 | 
