Nucleophiles
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| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| 1-(N-pyrrolidino)cyclohexene (in MeCN)   | MeCN | N Param.: 16.42sN Param.: 0.70 |    | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 | 
| 4-formyl-imidazole anion (in DMSO)   | DMSO | N Param.: 16.40sN Param.: 0.67 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in MeCN)   | MeCN | N Param.: 16.38sN Param.: 0.60 |    | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 | 
| 1-methyl uracil anion (in DMSO)   | DMSO | N Param.: 16.36sN Param.: 0.69 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| azide ion (in 91E9AN)   | EtOH-MeCN mix | N Param.: 16.30sN Param.: 0.73 |    | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 | 
| anion of (4-nitrophenyl)nitromethane (in DMSO)   | DMSO | N Param.: 16.29sN Param.: 0.75 |    | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | 
| benzotriazole anion (in DMSO)   | DMSO | N Param.: 16.29sN Param.: 0.65 |    | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | 
| anion of 4-cyanobenzyl trifluoromethyl sulfone (in DMSO)   | DMSO | N Param.: 16.28sN Param.: 0.75 |    | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | 
| DBN (in MeCN)   | MeCN | N Param.: 16.28sN Param.: 0.67 |    | Chem. Commun. 2008, , 1792-1794 10.1039/b801811a | 
| anion of dimedone (in DMSO)   | DMSO | N Param.: 16.27sN Param.: 0.77 |    | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | 
| cyanide (in MeCN)   | MeCN | N Param.: 16.27sN Param.: 0.70 |    | Angew. Chem. Int. Ed. 2005, 44, 142-145 10.1002/anie.200461640 | 
| 1-ethoxy-3-(4-nitrophenyl)-1,3-dioxopropan-2-ide (in DMSO)   | DMSO | N Param.: 16.26sN Param.: 0.83 |    | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147 | 
| Me2S=CH-CN (in DMSO)   | DMSO | N Param.: 16.23sN Param.: 0.60 |    | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | 
| (S)-diphenyl(pyrrolidin-2-yl)methanol   | MeCN | N Param.: 16.18sN Param.: 0.56 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| tris(4-methoxyphenyl)phosphane   | dichloromethane | N Param.: 16.17sN Param.: 0.62 |    | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | 
| 2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine   | dichloromethane | N Param.: 16.16sN Param.: 0.75 |    | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 | 
| anion of diethyl malonate (in water)   | water | N Param.: 16.15sN Param.: 0.66 |    | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | 
| 1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyrimidine (TBN)   | dichloromethane | N Param.: 16.15sN Param.: 0.73 |    | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 | 
| 1,2-dimethylhydrazine (in MeCN)   | MeCN | N Param.: 16.15sN Param.: 0.68 |    | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | 
| anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in MeCN)   | MeCN | N Param.: 16.15sN Param.: 0.99 |    | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | 
