Nucleophiles
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| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| 2-phenylperoxyacetate (in H2O)   | water | N Param.: 15.63sN Param.: 0.56 |    | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | 
| morpholine (in water)   | water | N Param.: 15.62sN Param.: 0.54 |    | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | 
| anion of 4-cyanobenzyl trifluoromethyl sulfone (in MeCN)   | MeCN | N Param.: 15.62sN Param.: 0.99 |    | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | 
| (1H-inden-1-yl)zinc(II) bromide*LiBr (in DMSO)   | DMSO | N Param.: 15.60sN Param.: 0.51 |   | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| TCAP (in MeCN)   | MeCN | N Param.: 15.60sN Param.: 0.68 |    | Chem. Eur. J. 2013, 19, 6435-6442 10.1002/chem.201204452 | 
| barbiturate anion (in DMSO)   | DMSO | N Param.: 15.59sN Param.: 0.80 |    | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 | 
| Dexoxy Breslow intermediate 6   | THF | N Param.: 15.58sN Param.: 0.57 |    | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 | 
| anion of 2-phenylmalononitrile (in DMSO)   | DMSO | N Param.: 15.58sN Param.: 1.00 |    | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 | 
| anion of ethyl cyanoacetate (in water)   | water | N Param.: 15.57sN Param.: 0.58 |    | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | 
| (S)-1-(pyrrolidin-2-ylmethyl)-1H-imidazole   | MeCN | N Param.: 15.55sN Param.: 0.69 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| phthalimide anion (in DMSO)   | DMSO | N Param.: 15.52sN Param.: 0.67 |    | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | 
| 4-(dimethylamino)pyridine (in MeCN)   | MeCN | N Param.: 15.51sN Param.: 0.62 |    | J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 | 
| diethanolamine (in DMSO)   | DMSO | N Param.: 15.51sN Param.: 0.70 |    | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b | 
| DBN (in CH2Cl2)   | dichloromethane | N Param.: 15.50sN Param.: 0.76 |    | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 | 
| tri-n-butylphosphane   | dichloromethane | N Param.: 15.49sN Param.: 0.69 |    | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | 
| o-nitrophenolate (in DMSO)   | DMSO | N Param.: 15.48sN Param.: 0.71 |    | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| 1-aminopropan-2-ol (in DMSO)   | DMSO | N Param.: 15.47sN Param.: 0.65 |    | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b | 
| tris(4-methylphenyl)phosphane   | dichloromethane | N Param.: 15.44sN Param.: 0.64 |    | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | 
| (S)-2-(azidomethyl)pyrrolidine   | MeCN | N Param.: 15.43sN Param.: 0.73 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| HOO- (in water)   | water | N Param.: 15.40sN Param.: 0.55 |    | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | 
