Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
tri-p-tolylmethane (in MeCN)![]() ![]() |
MeCN | N Param.: -8.80 sN Param.: 0.82 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
bis(4-methoxyphenyl)phenylmethane (in MeCN)![]() ![]() |
MeCN | N Param.: -7.00 sN Param.: 0.82 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetraethylsilane![]() ![]() |
MeCN | N Param.: -6.50 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
(2,2-diphenylethyl)diethyl(methyl)silane![]() ![]() |
dichloromethane | N Param.: -6.40 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
butyltrimethylsilane![]() ![]() |
dichloromethane | N Param.: -5.40 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,3-bis(trimethylsilyl)propane![]() ![]() |
dichloromethane/MeCN mix | N Param.: -5.30 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tris(4-methoxyphenyl)methane (in MeCN)![]() ![]() |
MeCN | N Param.: -5.18 sN Param.: 0.82 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
diethylether (in dichloromethane)![]() ![]() |
dichloromethane | N Param.: -5.10 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
dimethoxymethane![]() ![]() |
dichloromethane | N Param.: -4.90 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
trimethyl(3-(trimethylgermyl)propyl)silane (in MeCN)![]() ![]() |
MeCN | N Param.: -4.80 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,6-bis(trimethylsilyl)hexane![]() ![]() |
dichloromethane | N Param.: -4.70 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetraethylgermane (in MeCN)![]() ![]() |
MeCN | N Param.: -4.70 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
toluene![]() ![]() |
dichloromethane | N Param.: -4.36 sN Param.: 1.77 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
triphenylmethane![]() ![]() |
dichloromethane | N Param.: -4.27 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
bis(4-(dimethylamino)phenyl)phenylmethane (in MeCN)![]() ![]() |
MeCN | N Param.: -4.20 sN Param.: 0.82 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
allylbenzene![]() ![]() |
dichloromethane | N Param.: -4.12 sN Param.: 0.97 | ![]() | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
2-isopropyl-4,5-dimethyl-1,3-dioxolane (ani)![]() ![]() |
dichloromethane | N Param.: -4.10 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
(4,4-dimethylpentyl)trimethylstannane![]() ![]() |
dichloromethane/MeCN mix | N Param.: -3.90 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,1-dimethylsilolane![]() ![]() |
dichloromethane | N Param.: -3.86 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,3-dioxepane![]() ![]() |
dichloromethane | N Param.: -3.80 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-chloropropene![]() ![]() |
dichloromethane | N Param.: -3.65 sN Param.: 1.97 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
tri-p-tolylmethane![]() ![]() |
dichloromethane | N Param.: -3.62 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
m-xylene![]() ![]() |
dichloromethane | N Param.: -3.57 sN Param.: 2.08 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(3,3,4,4,5,5,6,6,7,7,7-undecafluoro)-2-(trimethylsiloxy)hept-1-ene![]() ![]() |
dichloromethane | N Param.: -3.52 sN Param.: 1.17 | ![]() ![]() ![]() | Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
trimethyl(phenethyl)silane![]() ![]() |
dichloromethane | N Param.: -3.50 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetrahydrofuran (in dichloromethane)![]() ![]() |
dichloromethane | N Param.: -3.50 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-isopropyl-4,5-dimethyl-1,3-dioxolane (syn)![]() ![]() |
dichloromethane | N Param.: -3.50 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
trimethyl(3-(trimethylstannyl)propyl)silane (in MeCN)![]() ![]() |
MeCN | N Param.: -3.40 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,3-bis(trimethylgermyl)propane (in MeCN)![]() ![]() |
MeCN | N Param.: -3.40 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-methyl-1,3-dioxolane![]() ![]() |
dichloromethane | N Param.: -3.30 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tris(4-(dimethylamino)phenyl)methane (in MeCN)![]() ![]() |
MeCN | N Param.: -3.30 sN Param.: 0.82 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,2-dihydronaphthalene (in MeCN)![]() ![]() |
MeCN | N Param.: -3.30 sN Param.: 1.00 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
dichloro(methyl)silane![]() ![]() |
dichloromethane | N Param.: -3.20 sN Param.: 0.73 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,1-dimethylsilepane![]() ![]() |
dichloromethane | N Param.: -3.10 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
3-methyl-1,4-pentadiene![]() ![]() |
dichloromethane | N Param.: -3.08 sN Param.: 0.97 | ![]() | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
2,4,5-trimethyl-1,3-dioxolane (anti)![]() ![]() |
dichloromethane | N Param.: -3.00 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,4-pentadiene![]() ![]() |
dichloromethane | N Param.: -2.99 sN Param.: 0.97 | ![]() | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
3,3,3-trifluoro-2-(trimethylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: -2.94 sN Param.: 1.11 | ![]() ![]() ![]() | Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
2-ethyl-4,5-dimethyl-1,3-dioxolane (anti)![]() ![]() |
dichloromethane | N Param.: -2.90 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,3-dioxolane![]() ![]() |
dichloromethane | N Param.: -2.86 sN Param.: 0.80 | ![]() ![]() ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
p-cymene![]() ![]() |
dichloromethane | N Param.: -2.80 sN Param.: 0.97 | ![]() | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
1-hexene![]() ![]() |
dichloromethane | N Param.: -2.77 sN Param.: 1.41 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
isopropanol (in aq. sulfuric acid)![]() ![]() |
water | N Param.: -2.60 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
4,5-dimethyl-2-vinyl-1,3-dioxolane![]() ![]() |
dichloromethane | N Param.: -2.60 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2,4,5-trimethyl-1,3-dioxolane (syn)![]() ![]() |
dichloromethane | N Param.: -2.50 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,4-dihydronaphthalene (in MeCN)![]() ![]() |
MeCN | N Param.: -2.50 sN Param.: 1.00 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
(E)-but-2-ene![]() ![]() |
dichloromethane | N Param.: -2.45 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(Z)-but-2-ene![]() ![]() |
dichloromethane | N Param.: -2.44 sN Param.: 1.09 | ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
propene![]() ![]() |
dichloromethane | N Param.: -2.41 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1,1-dimethylsilinane![]() ![]() |
dichloromethane | N Param.: -2.40 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetraethylstannane (in MeCN)![]() ![]() |
MeCN | N Param.: -2.40 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
trimethyl(3-(trimethylstannyl)propyl)germane (in MeCN)![]() ![]() |
MeCN | N Param.: -2.40 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
4,5-dimethyl-1,3-dioxolane (anti)![]() ![]() |
dichloromethane | N Param.: -2.40 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-ethyl-4,5-dimethyl-1,3-dioxolane (syn)![]() ![]() |
dichloromethane | N Param.: -2.40 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
bis(4-methoxyphenyl)methane (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: -2.11 sN Param.: 0.98 | ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y |
1,1-dimethylsiletane![]() ![]() |
dichloromethane | N Param.: -2.10 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1% water/99% HFIP (w/w)![]() ![]() |
water-HFIP mix | N Param.: -1.93 sN Param.: 1.09 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 |
tetraethylstannane (in 1,2-DCE)![]() ![]() |
1,2-dichloroethane | N Param.: -1.90 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
triethoxysilane![]() ![]() |
dichloromethane | N Param.: -1.80 sN Param.: 0.75 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
(4-chlorophenethyl)trimethylstannane![]() ![]() |
1,2-dichloroethane | N Param.: -1.80 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,3-bis(trimethylstannyl)propane (in MeCN)![]() ![]() |
MeCN | N Param.: -1.70 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2% water/98% HFIP (w/w)![]() ![]() |
water-HFIP mix | N Param.: -1.62 sN Param.: 1.10 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 |
cyclopentene![]() ![]() |
dichloromethane | N Param.: -1.55 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(trimethylsilyl)propene![]() ![]() |
dichloromethane | N Param.: -1.46 sN Param.: 1.05 | ![]() ![]() ![]() | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
dimethyl diazomalonate![]() ![]() |
dichloromethane | N Param.: -1.24 sN Param.: 0.81 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2023, 145, 7416-7434 10.1021/jacs.2c13872 |
trimethyl(3-(trimethylplumbyl)propyl)silane (in MeCN)![]() ![]() |
MeCN | N Param.: -1.20 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
3% water/97% HFIP (w/w)![]() ![]() |
water-HFIP mix | N Param.: -1.19 sN Param.: 1.08 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 |
anisole![]() ![]() |
dichloromethane | N Param.: -1.18 sN Param.: 1.20 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
alpha-(trimethylsilyl)styrene![]() ![]() |
dichloromethane | N Param.: -1.13 sN Param.: 1.46 | ![]() ![]() ![]() | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6![]() ![]() |
dichloromethane | N Param.: -1.11 sN Param.: 0.92 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
tetra-sec.butylstannane (in 1,2-DCE)![]() ![]() |
1,2-dichloroethane | N Param.: -1.10 sN Param.: 1.15 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
trimethyl(phenethyl)stannane![]() ![]() |
1,2-dichloroethane | N Param.: -1.10 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
(Z)-phenylpropene![]() ![]() |
dichloromethane | N Param.: -1.07 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-propyl-1,3-dioxolane![]() ![]() |
dichloromethane | N Param.: -1.06 sN Param.: 0.81 | ![]() ![]() ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
thiophene![]() ![]() |
dichloromethane | N Param.: -1.01 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
tetramethylethylene![]() ![]() |
dichloromethane | N Param.: -1.00 sN Param.: 1.40 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
trimethyl(3-(trimethylplumbyl)propyl)germane (in MeCN)![]() ![]() |
MeCN | N Param.: -1.00 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-phenyldioxolane![]() ![]() |
dichloromethane | N Param.: -0.90 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
HW(CO)3(C5H4CO2Me)![]() |
dichloromethane | N Param.: -0.90 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
3-propylcyclopentene![]() ![]() |
dichloromethane | N Param.: -0.88 sN Param.: 0.94 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
buta-1,3-diene![]() ![]() |
dichloromethane | N Param.: -0.87 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
9,10-dihydroanthracene![]() ![]() |
dichloromethane | N Param.: -0.86 sN Param.: 0.92 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
2-(trimethylsilyl)thiophene![]() ![]() |
dichloromethane | N Param.: -0.80 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(2-([1,1'-biphenyl]-4-yl)ethyl)trimethylstannane![]() ![]() |
1,2-dichloroethane | N Param.: -0.80 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)5(PPh3)![]() ![]() |
dichloromethane | N Param.: -0.76 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(E,E)-2,5-heptadiene![]() ![]() |
dichloromethane | N Param.: -0.74 sN Param.: 0.99 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
4-methyl-2,5-heptadiene![]() ![]() |
dichloromethane | N Param.: -0.73 sN Param.: 0.97 | ![]() | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
diethylmercury (in MeCN)![]() ![]() |
MeCN | N Param.: -0.70 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1-(p-tolyl)-1-(trimethylsilyl)ethene![]() ![]() |
dichloromethane | N Param.: -0.65 sN Param.: 1.59 | ![]() ![]() ![]() | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: -0.64 sN Param.: 1.10 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 |
allylchlorodimethylsilane![]() ![]() |
dichloromethane | N Param.: -0.57 sN Param.: 1.06 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
(2-methylallyl)trichlorosilane![]() ![]() |
dichloromethane | N Param.: -0.57 sN Param.: 0.95 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
cycloocta-1,3-diene![]() ![]() |
dichloromethane | N Param.: -0.50 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
tetrapropylstannane (in 1,2-DCE)![]() ![]() |
1,2-dichloroethane | N Param.: -0.50 sN Param.: 1.13 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
trimethyl(4-methylphenethyl)stannane![]() ![]() |
1,2-dichloroethane | N Param.: -0.50 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
(E)-propenylbenzene![]() ![]() |
dichloromethane | N Param.: -0.49 sN Param.: 1.18 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
methylenecyclopropane![]() ![]() |
dichloromethane | N Param.: -0.47 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-ethinylcyclohexenyl-Co2(CO)6![]() ![]() |
dichloromethane | N Param.: -0.44 sN Param.: 1.06 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
beta-(trimethylsilyl)styrene![]() ![]() |
dichloromethane | N Param.: -0.43 sN Param.: 1.06 | ![]() ![]() ![]() | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
diethyl diazomalonate![]() ![]() |
dichloromethane | N Param.: -0.35 sN Param.: 0.93 | ![]() ![]() | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |