Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
N-(triisopropylsilyl)pyrrole	dichloromethane	N Param.: 3.12 s_N Param.: 0.93	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
Indole	dichloromethane	N Param.: 5.55 s_N Param.: 1.09	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
N-methylindole	dichloromethane	N Param.: 5.75 s_N Param.: 1.23	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
1,2-dimethylindole	dichloromethane	N Param.: 6.54 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
1-(1-cyclohexenyl)-4-methylpiperazine	dichloromethane	N Param.: 12.51 s_N Param.: 0.80	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
(Z)-1-(N-morpholino)propene	dichloromethane	N Param.: 12.26 s_N Param.: 0.80	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
(E)-1-(N-morpholino)propene	dichloromethane	N Param.: 12.06 s_N Param.: 0.80	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
1-methyl-4-(N-morpholino)tetrahydropyridine	dichloromethane	N Param.: 12.03 s_N Param.: 0.80	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
(E)-beta-(N-morpholino)styrene	dichloromethane	N Param.: 10.76 s_N Param.: 0.87	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
alpha-(N-morpholino)styrene	dichloromethane	N Param.: 9.96 s_N Param.: 0.79	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
ethyl (E)-3-(dimethylamino)acrylate	dichloromethane	N Param.: 9.43 s_N Param.: 0.80	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
ethyl (E)-3-(N-morpholino)acrylate	dichloromethane	N Param.: 8.52 s_N Param.: 0.80	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
1,4-cyclohexadiene	dichloromethane	N Param.: 0.09 s_N Param.: 0.98	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
1,4-dihydronaphthalene	dichloromethane	N Param.: -0.07 s_N Param.: 1.03	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
9,10-dihydroanthracene	dichloromethane	N Param.: -0.86 s_N Param.: 0.92	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
(E,E)-2,5-heptadiene	dichloromethane	N Param.: -0.74 s_N Param.: 0.99	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
3-propylcyclopentene	dichloromethane	N Param.: -0.88 s_N Param.: 0.94	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
xanthene	dichloromethane	N Param.: 0.64 s_N Param.: 0.97	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
4-methyl-2,5-heptadiene	dichloromethane	N Param.: -0.73 s_N Param.: 0.97	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
3-methyl-1,4-pentadiene	dichloromethane	N Param.: -3.08 s_N Param.: 0.97	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
1,4-pentadiene	dichloromethane	N Param.: -2.99 s_N Param.: 0.97	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
p-cymene	dichloromethane	N Param.: -2.80 s_N Param.: 0.97	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
allylbenzene	dichloromethane	N Param.: -4.12 s_N Param.: 0.97	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
pyrrole	dichloromethane	N Param.: 4.63 s_N Param.: 1.00	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666
H2O (in water)	water	N Param.: 5.20 s_N Param.: 0.89	J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z
OH- (in 50/50 water/MeCN)	water-MeCN mix	N Param.: 10.19 s_N Param.: 0.62	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
OH- (in water)	water	N Param.: 10.47 s_N Param.: 0.61	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
semicarbazide (in water)	water	N Param.: 11.05 s_N Param.: 0.52	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
hydroxylamine (in water)	water	N Param.: 11.41 s_N Param.: 0.55	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
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
2,2,2-trifluoroethanolate (in water)	water	N Param.: 12.66 s_N Param.: 0.59	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
n-propylamine (in water)	water	N Param.: 13.33 s_N Param.: 0.56	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
HOO- (in water)	water	N Param.: 15.40 s_N Param.: 0.55	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
SO3(2-) (in water)	water	N Param.: 16.83 s_N Param.: 0.56	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
2-sulfidoacetate (in water)	water	N Param.: 22.62 s_N Param.: 0.43	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[...]
triphenylphosphane	dichloromethane	N Param.: 14.33 s_N Param.: 0.65	Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696
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[...]
methylenecyclopropane	dichloromethane	N Param.: -0.47 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
methylenecyclobutane	dichloromethane	N Param.: 1.65 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
methylenecyclohexane	dichloromethane	N Param.: 1.16 s_N Param.: 1.04	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b