Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
(1H-inden-1-yl)zinc(II) bromide*LiBr (in DMSO)	DMSO	N Param.: 15.60 s_N Param.: 0.51	Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385
TCAP (in MeCN)	MeCN	N Param.: 15.60 s_N Param.: 0.68	Chem. Eur. J. 2013, 19, 6435-6442 10.1002/chem.201204452
barbiturate anion (in DMSO)	DMSO	N Param.: 15.59 s_N Param.: 0.80	J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223
Dexoxy Breslow intermediate 6	THF	N Param.: 15.58 s_N Param.: 0.57	Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524
anion of 2-phenylmalononitrile (in DMSO)	DMSO	N Param.: 15.58 s_N Param.: 1.00	Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513
anion of ethyl cyanoacetate (in water)	water	N Param.: 15.57 s_N Param.: 0.58	J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e
(S)-1-(pyrrolidin-2-ylmethyl)-1H-imidazole	MeCN	N Param.: 15.55 s_N Param.: 0.69	J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877
phthalimide anion (in DMSO)	DMSO	N Param.: 15.52 s_N Param.: 0.67	J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883
4-(dimethylamino)pyridine (in MeCN)	MeCN	N Param.: 15.51 s_N Param.: 0.62	J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247
diethanolamine (in DMSO)	DMSO	N Param.: 15.51 s_N Param.: 0.70	J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b
DBN (in CH2Cl2)	dichloromethane	N Param.: 15.50 s_N Param.: 0.76	ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143
tri-n-butylphosphane	dichloromethane	N Param.: 15.49 s_N Param.: 0.69	Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696
o-nitrophenolate (in DMSO)	DMSO	N Param.: 15.48 s_N Param.: 0.71	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
1-aminopropan-2-ol (in DMSO)	DMSO	N Param.: 15.47 s_N Param.: 0.65	J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b
tris(4-methylphenyl)phosphane	dichloromethane	N Param.: 15.44 s_N Param.: 0.64	Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696
(S)-2-(azidomethyl)pyrrolidine	MeCN	N Param.: 15.43 s_N Param.: 0.73	J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877
HOO- (in water)	water	N Param.: 15.40 s_N Param.: 0.55	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
morpholine (in 91M9AN)	MeOH-MeCN mix	N Param.: 15.40 s_N Param.: 0.64	Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542
2-Ac super-dmap (in MeCN)	MeCN	N Param.: 15.39 s_N Param.: 0.60	Org. Lett. 2011, 13, 530-533 10.1021/ol1029589
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)	THF	N Param.: 15.33 s_N Param.: 0.79	Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524