Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
2-methyl-1,4,5,6-tetrahydropyrimidine (in CH2Cl2)	dichloromethane	N Param.: 15.21 s_N Param.: 0.69	Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213
anion of ethyl 2-nitroacetate (in DMSO)	DMSO	N Param.: 15.24 s_N Param.: 0.74	Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500
n-butylamine (in MeCN)	MeCN	N Param.: 15.27 s_N Param.: 0.63	Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925
3-pyrrolidino-1H-indene (in MeCN)	MeCN	N Param.: 15.27 s_N Param.: 0.93	Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634
benzylamine (in DMSO)	DMSO	N Param.: 15.28 s_N Param.: 0.65	J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b
DBU (in MeCN)	MeCN	N Param.: 15.29 s_N Param.: 0.70	Chem. Commun. 2008, , 1792-1794 10.1039/b801811a
p-nitrobenzoate (in MeCN)	MeCN	N Param.: 15.30 s_N Param.: 0.76	J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464
(R)-2-benzhydryl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine	dichloromethane	N Param.: 15.30 s_N Param.: 0.55	J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x
(S)-4-phenyl-1-(pyrrolidin-2-ylmethyl)-1H-1,2,3-triazole	MeCN	N Param.: 15.32 s_N Param.: 0.72	J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877
(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
anion of triethyl methanetricarboxylate (in DMSO)	DMSO	N Param.: 15.33 s_N Param.: 0.72	Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107
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
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
(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
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
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
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
tri-n-butylphosphane	dichloromethane	N Param.: 15.49 s_N Param.: 0.69	Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696
DBN (in CH2Cl2)	dichloromethane	N Param.: 15.50 s_N Param.: 0.76	ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143