Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 19.63 sN Param.: 0.65 | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 | |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 16.38 sN Param.: 0.60 | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 | |
((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 17.28 sN Param.: 0.65 | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 | |
pyridin-4-yl((4-(trifluoromethyl)phenyl)sulfonyl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 19.51 sN Param.: 0.47 | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 | |
pyridin-4-yl(tosyl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 17.19 sN Param.: 0.64 | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 | |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 16.48 sN Param.: 0.60 | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 | |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4N+) (in MeCN)![]() ![]() |
MeCN | N Param.: 16.68 sN Param.: 0.59 | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 | |
50% water/50% MeCN (v/v)![]() ![]() |
water-MeCN mix | N Param.: 5.05 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
O-DHPB (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.31 sN Param.: 0.69 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
O-HyperBTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.01 sN Param.: 0.73 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
Te-BTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 14.62 sN Param.: 0.66 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
Se-DHPB (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 15.16 sN Param.: 0.66 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
Se-tetramisole (Se-TM) (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 15.26 sN Param.: 0.60 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
Se-BTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 14.27 sN Param.: 0.63 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
Se-HBTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 14.42 sN Param.: 0.67 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
Se-HyperBTM (in DCM)![]() ![]() |
dichloromethane | N Param.: 16.11 sN Param.: 0.58 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
Se-HyperBTM (in MeCN)![]() ![]() |
MeCN | N Param.: 15.84 sN Param.: 0.57 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
Se-HyperBTM (in THF)![]() ![]() |
THF | N Param.: 14.19 sN Param.: 0.77 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
Te-DHPB (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 16.63 sN Param.: 0.65 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
tetramisole (TM) (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.86 sN Param.: 0.68 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
BTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.06 sN Param.: 0.73 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
7-F-BTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.46 sN Param.: 0.66 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
7-MeO-BTM (in CH2Cl29![]() ![]() |
dichloromethane | N Param.: 13.15 sN Param.: 0.75 | Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865 | |
(Z)-but-2-ene![]() ![]() |
dichloromethane | N Param.: -2.44 sN Param.: 1.09 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
(triisopropylsiloxy)ethene![]() ![]() |
dichloromethane | N Param.: 3.44 sN Param.: 0.94 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
(2-methylallyl)triphenylsilane![]() ![]() |
dichloromethane | N Param.: 4.17 sN Param.: 0.79 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
2-(triisopropylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: 5.38 sN Param.: 0.85 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
N-vinylcarbazole![]() ![]() |
dichloromethane | N Param.: 5.02 sN Param.: 0.94 | Macromolecules 2002, 35, 5454-5458 10.1021/ma020306l | |
diethyl diazomalonate![]() ![]() |
dichloromethane | N Param.: -0.35 sN Param.: 0.93 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
3,3-dimethyl-2-(trimethylsiloxy)buten![]() ![]() |
dichloromethane | N Param.: 3.78 sN Param.: 0.79 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
chloride (in MeCN)![]() ![]() |
MeCN | N Param.: 17.20 sN Param.: 0.60 | J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n | |
4-cyanophenyl isocyanide![]() ![]() |
dichloromethane | N Param.: 3.57 sN Param.: 0.72 | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | |
acetate (in 80A20W)![]() ![]() |
aq acetone | N Param.: 12.50 sN Param.: 0.60 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
benzoate (in 90AN10W)![]() ![]() |
aq MeCN | N Param.: 11.30 sN Param.: 0.72 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
3,5-dinitrobenzoate (in MeCN)![]() ![]() |
MeCN | N Param.: 14.90 sN Param.: 0.71 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
3,5-dinitrobenzoate (in acetone)![]() ![]() |
acetone | N Param.: 18.80 sN Param.: 0.62 | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 | |
(5-methyl-furan-2-yl) MIDA boronate![]() ![]() |
MeCN | N Param.: 1.84 sN Param.: 1.26 | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a | |
N-(1-(p-tolyl)vinyl)acetamide![]() ![]() |
MeCN | N Param.: 6.57 sN Param.: 0.91 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
dimethyl((trimethylstannyl)methyl)silane![]() ![]() |
dichloromethane | N Param.: 6.53 sN Param.: 0.58 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
((methylsilanediyl)bis(methylene))bis(trimethylsilane)![]() ![]() |
dichloromethane | N Param.: 4.91 sN Param.: 0.64 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
tris((butyldimethylsilyl)methyl)silane![]() ![]() |
dichloromethane | N Param.: 3.73 sN Param.: 0.68 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
tris((dimethyl(phenyl)silyl)methyl)silane![]() ![]() |
dichloromethane | N Param.: 3.40 sN Param.: 0.66 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
potassium (1-(tert-butoxycarbonyl)-1H-indol-3-yl)trifluoroborate![]() ![]() |
MeCN | N Param.: 4.06 sN Param.: 0.79 | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | |
potassium trifluoro(furan-2-yl)borate![]() ![]() |
MeCN | N Param.: 5.99 sN Param.: 0.79 | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | |
1-phenyl-N-(phenylmethyl)methanimine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 7.90 sN Param.: 0.76 | Z. Naturforsch. B 2013, 68b, 693-699 10.5560/ZNB.2013-3085 | |
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF)![]() ![]() |
THF | N Param.: 16.73 sN Param.: 0.63 | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 | |
1,4-dimethylcyclohexa-1,4-diene (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 1.88 sN Param.: 0.96 | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y | |
1,3,5-trimethylcyclohexa-1,4-diene (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 4.95 sN Param.: 0.79 | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y | |
1,2,4,5-tetramethylcyclohexa-1,4-diene (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 4.27 sN Param.: 0.86 | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y | |
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 |



















































