Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)	dichloromethane	N Param.: 7.99 s_N Param.: 0.98	Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764
(S)-3,3-difluoro-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine (in CH2Cl2)	dichloromethane	N Param.: 10.83 s_N Param.: 0.80	ARKIVOC 2024, (4), 202312093 10.24820/ark.5550190[...]
2-methylpyridine (in CH2Cl2)	dichloromethane	N Param.: 10.52 s_N Param.: 0.78	Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504
2,6-dimethylpyridine (in CH2Cl2)	dichloromethane	N Param.: 9.87 s_N Param.: 0.68	Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504
2,4,6-trimethylpyridine (in CH2Cl2)	dichloromethane	N Param.: 9.34 s_N Param.: 0.71	Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504
1,3-bis(trimethylsilyl)propane	dichloromethane/MeCN mix	N Param.: -5.30 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
(4,4-dimethylpentyl)trimethylstannane	dichloromethane/MeCN mix	N Param.: -3.90 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
4-(dimethylamino)pyridine (in DMF)	DMF	N Param.: 14.90 s_N Param.: 0.67	Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941
p-nitrophenolate (in DMF)	DMF	N Param.: 15.05 s_N Param.: 0.80	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
o-nitrophenolate (in DMF)	DMF	N Param.: 16.65 s_N Param.: 0.70	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
m-nitrophenolate (in DMF)	DMF	N Param.: 22.41 s_N Param.: 0.54	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
p-cyanophenolate (in DMF)	DMF	N Param.: 17.85 s_N Param.: 0.71	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
o-(trifluoromethyl)phenolate (in DMF)	DMF	N Param.: 20.37 s_N Param.: 0.58	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
p-(trifluoromethyl)phenolate (in DMF)	DMF	N Param.: 22.05 s_N Param.: 0.53	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
m-(trifluoromethyl)phenolate (in DMF)	DMF	N Param.: 23.40 s_N Param.: 0.51	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
p-chlorophenolate (in DMF)	DMF	N Param.: 19.67 s_N Param.: 0.72	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
phenolate (in DMF)	DMF	N Param.: 18.86 s_N Param.: 0.89	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
p-methylphenolate (in DMF)	DMF	N Param.: 19.65 s_N Param.: 0.85	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
p-(tert-butyl)phenolate (in DMF)	DMF	N Param.: 19.90 s_N Param.: 0.80	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
p-methoxyphenolate (in DMF)	DMF	N Param.: 19.90 s_N Param.: 0.82	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
anion of nitroethane (in DMF)	DMF	N Param.: 22.21 s_N Param.: 0.48	Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329
chloro(phenylsulfonyl)methanide (in DMF)	DMF	N Param.: 26.64 s_N Param.: 0.64	Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329
2,2,2-trifluoroethylamine (in DMSO)	DMSO	N Param.: 12.15 s_N Param.: 0.65	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
ethyl glycinate (in DMSO)	DMSO	N Param.: 14.30 s_N Param.: 0.67	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
n-propylamine (in DMSO)	DMSO	N Param.: 15.70 s_N Param.: 0.64	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
morpholine (in DMSO)	DMSO	N Param.: 16.96 s_N Param.: 0.67	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
piperidine (in DMSO)	DMSO	N Param.: 17.19 s_N Param.: 0.71	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
anion of Meldrums acid (in DMSO)	DMSO	N Param.: 13.91 s_N Param.: 0.86	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
anion of dimedone (in DMSO)	DMSO	N Param.: 16.27 s_N Param.: 0.77	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
anion of acetylacetone (in DMSO)	DMSO	N Param.: 17.64 s_N Param.: 0.73	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
anion of ethyl acetylacetate (in DMSO)	DMSO	N Param.: 18.82 s_N Param.: 0.69	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
anion of malononitrile (in DMSO)	DMSO	N Param.: 19.36 s_N Param.: 0.67	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
anion of ethyl cyanoacetate (in DMSO)	DMSO	N Param.: 19.62 s_N Param.: 0.67	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
anion of diethyl malonate (in DMSO)	DMSO	N Param.: 20.22 s_N Param.: 0.65	Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...]
anion of nitroethane (in DMSO)	DMSO	N Param.: 21.54 s_N Param.: 0.62	J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182
anion of diethyl methylmalonate (in DMSO)	DMSO	N Param.: 21.13 s_N Param.: 0.68	J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e
anion of 3-methyl acetylacetone (in DMSO)	DMSO	N Param.: 18.38 s_N Param.: 0.72	J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e
anion of nitromethane (in DMSO)	DMSO	N Param.: 20.71 s_N Param.: 0.60	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of 2-nitropropane (in DMSO)	DMSO	N Param.: 20.61 s_N Param.: 0.69	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of phenylnitromethane (in DMSO)	DMSO	N Param.: 18.29 s_N Param.: 0.71	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of p-tolylnitromethane (in DMSO)	DMSO	N Param.: 18.31 s_N Param.: 0.76	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of (4-nitrophenyl)nitromethane (in DMSO)	DMSO	N Param.: 16.29 s_N Param.: 0.75	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of (3-nitrophenyl)nitromethane (in DMSO)	DMSO	N Param.: 18.06 s_N Param.: 0.71	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
anion of (4-cyanophenyl)nitromethane (in DMSO)	DMSO	N Param.: 16.96 s_N Param.: 0.73	J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j
azide ion (in DMSO)	DMSO	N Param.: 20.50 s_N Param.: 0.59	J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063
4-(dimethylamino)pyridine (in DMSO)	DMSO	N Param.: 14.80 s_N Param.: 0.67	Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941
anion of 4-nitrobenzyl trifluoromethyl sulfone (in DMSO)	DMSO	N Param.: 14.49 s_N Param.: 0.86	J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b
anion of 4-cyanobenzyl trifluoromethyl sulfone (in DMSO)	DMSO	N Param.: 16.28 s_N Param.: 0.75	J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in DMSO)	DMSO	N Param.: 17.33 s_N Param.: 0.74	J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b
anion of benzyl trifluoromethyl sulfone (in DMSO)	DMSO	N Param.: 18.67 s_N Param.: 0.68	J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b