Nucleophiles
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| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| allylamine (in MeCN)   | MeCN | N Param.: 14.37sN Param.: 0.66 |    | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | 
| 2-benzyl-1,1,3,3-tetramethylguanidine   | dichloromethane | N Param.: 14.36sN Param.: 0.79 |    | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 | 
| triphenylphosphane   | dichloromethane | N Param.: 14.33sN Param.: 0.65 |    | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | 
| anion of 3-methyl acetylacetone (in water)   | water | N Param.: 14.33sN Param.: 0.69 |    | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | 
| peroxy-GABA   | water | N Param.: 14.33sN Param.: 0.57 |    | Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158 | 
| p-nitrophenolate (in DMSO)   | DMSO | N Param.: 14.32sN Param.: 0.77 |    | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| ethyl glycinate (in DMSO)   | DMSO | N Param.: 14.30sN Param.: 0.67 |    | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | 
| p-methylphenolate (in H2O)   | water | N Param.: 14.30sN Param.: 0.55 |    | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| benzylamine (in MeCN)   | MeCN | N Param.: 14.29sN Param.: 0.67 |    | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | 
| t-butylperoxy anion (in H2O)   | water | N Param.: 14.29sN Param.: 0.51 |    | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | 
| 4-methoxyaniline (in water)   | water | N Param.: 14.28sN Param.: 0.68 |    | ChemPlusChem 2015, 80, 1673-1679 10.1002/cplu.201500246 | 
| ISeU2   | dichloromethane | N Param.: 14.27sN Param.: 0.63 |    | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | 
| tris(2-methoxyphenyl)phosphane   | dichloromethane | N Param.: 14.26sN Param.: 0.73 |  | Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080 | 
| anion of (3-nitrophenyl)nitromethane (in water)   | water | N Param.: 14.25sN Param.: 0.46 |    | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | 
| 2-thiobarbiturate anion (in DMSO)   | DMSO | N Param.: 14.24sN Param.: 0.82 |    | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 | 
| 2-Bz super-dmap (in MeCN)   | MeCN | N Param.: 14.19sN Param.: 0.67 |    | Org. Lett. 2011, 13, 530-533 10.1021/ol1029589 | 
| ISeU5 (in THF)   | THF | N Param.: 14.19sN Param.: 0.77 |    | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | 
| [H-B(2,4,6-F3C6H2)3]- [NEt4]+   | MeCN | N Param.: 14.13sN Param.: 0.61 |    | Angew. Chem. Int. Ed. 2015, 54, 14508-14512 10.1002/anie.201507298 | 
| phenylalanine (anionic, in water)   | water | N Param.: 14.12sN Param.: 0.53 |    | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | 
| ethanolamine (in MeCN)   | MeCN | N Param.: 14.11sN Param.: 0.71 |    | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | 
