Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
2,3-dimethyl-buta-1,3-diene	dichloromethane	N Param.: 1.17 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1-methylcyclopentene	dichloromethane	N Param.: 1.18 s_N Param.: 1.17	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
allyltriphenylgermane	dichloromethane	N Param.: 1.20 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(3-chlorobenzyl)dimethylsilane	dichloromethane	N Param.: 1.30 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
furan	dichloromethane	N Param.: 1.33 s_N Param.: 1.29	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
2-phenyl-4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6	dichloromethane	N Param.: 1.33 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-methylthiophene	dichloromethane	N Param.: 1.35 s_N Param.: 0.99	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
tetraisobutylstannane	dichloromethane	N Param.: 1.35 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
1-(tris(pentafluorophenyl)siloxy)-cyclopentene	dichloromethane	N Param.: 1.38 s_N Param.: 0.93	Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706
1-(perfluorophenyl)-1-(trimethylsiloxy)ethene	dichloromethane	N Param.: 1.47 s_N Param.: 0.89	Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w
(E)-penta-1,3-diene	dichloromethane	N Param.: 1.49 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
50% water/50% HFIP (w/w)	water-HFIP mix	N Param.: 1.50 s_N Param.: 1.03	J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064
HMn(CO)5	dichloromethane	N Param.: 1.50 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
methylenecyclododecane	dichloromethane	N Param.: 1.52 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
diphenylsilane	dichloromethane	N Param.: 1.52 s_N Param.: 0.73	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
2-(tributylstannyl)thiophene	dichloromethane	N Param.: 1.53 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2,7-dimethylocta-1,7-diene	dichloromethane	N Param.: 1.58 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
HCr(CO)3Cp*	dichloromethane	N Param.: 1.60 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
methylenecyclobutane	dichloromethane	N Param.: 1.65 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
30% water/70% HFIP (w/w)	water-HFIP mix	N Param.: 1.65 s_N Param.: 0.96	J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064
allyltrimethylsilane	dichloromethane	N Param.: 1.68 s_N Param.: 1.00	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
tert-butyl indole-1-carboxylate	MeCN	N Param.: 1.68 s_N Param.: 1.26	J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655
methylenecyclopentadecane	dichloromethane	N Param.: 1.69 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(Z)-but-2-enyltrimethylsilane	dichloromethane	N Param.: 1.69 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2,6-dimethyl-hepta-1,6-diene	dichloromethane	N Param.: 1.69 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1-methyl-4-vinyl-benzene	dichloromethane	N Param.: 1.70 s_N Param.: 1.06	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
HW(CO)3Cp	dichloromethane	N Param.: 1.70 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
3-(trimethylsilyl)cyclopentene	dichloromethane	N Param.: 1.77 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
allyl-tert.butyl-dimethylsilane	dichloromethane	N Param.: 1.80 s_N Param.: 0.95	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(5-methyl-furan-2-yl) MIDA boronate	MeCN	N Param.: 1.84 s_N Param.: 1.26	Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a
1,4-dimethylcyclohexa-1,4-diene (in CH2Cl2)	dichloromethane	N Param.: 1.88 s_N Param.: 0.96	J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y
allyltriethylsilane	dichloromethane	N Param.: 1.93 s_N Param.: 0.95	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
(E)-but-2-enyltrimethylsilane	dichloromethane	N Param.: 1.94 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
allyltris(trimethylsilyl)silane	dichloromethane	N Param.: 1.95 s_N Param.: 0.98	Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e
3-(trihexylsilyl)cyclopentene	dichloromethane	N Param.: 1.98 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
allyltriisopropylsilane	dichloromethane	N Param.: 2.04 s_N Param.: 0.95	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
allyltri-n-butylsilane	dichloromethane	N Param.: 2.09 s_N Param.: 0.95	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
allyltrihexylsilane	dichloromethane	N Param.: 2.11 s_N Param.: 0.95	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
methyl(phenyl)silane	dichloromethane	N Param.: 2.13 s_N Param.: 0.73	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
2-(trimethylsilyl)furan	dichloromethane	N Param.: 2.16 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
2-(triethylsilyl)furan	dichloromethane	N Param.: 2.20 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1-methylsilolane	dichloromethane	N Param.: 2.20 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
cis-HMn(PCy3)(CO)4	dichloromethane	N Param.: 2.20 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
acetonitrile (in MeCN)	MeCN	N Param.: 2.23 s_N Param.: 0.84	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
methylenecycloheptane	dichloromethane	N Param.: 2.24 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
dihexylsilane	dichloromethane	N Param.: 2.27 s_N Param.: 0.73	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
cyclopentadiene	dichloromethane	N Param.: 2.30 s_N Param.: 1.06	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
1-methylsiletane	dichloromethane	N Param.: 2.30 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
cis-HMn(PPh3)(CO)4	dichloromethane	N Param.: 2.30 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
methylenecycloundecane	dichloromethane	N Param.: 2.33 s_N Param.: 0.90	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c