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 |
(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 |
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 6.24 sN Param.: 1.00 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-chlorophenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 6.77 sN Param.: 0.88 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(phenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 7.24 sN Param.: 0.83 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-methylphenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 6.98 sN Param.: 0.93 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-methoxyphenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 7.51 sN Param.: 0.87 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-(dimethylamino)phenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 8.02 sN Param.: 0.89 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium bis(5-methylthiophen-2-yl)pinacolborate![]() ![]() |
MeCN | N Param.: 7.67 sN Param.: 0.87 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylfuran-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 8.13 sN Param.: 0.85 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)neopentylglycolborate![]() ![]() |
MeCN | N Param.: 10.13 sN Param.: 0.91 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)neopentylglycolborate![]() ![]() |
MeCN | N Param.: 11.85 sN Param.: 0.72 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)catecholglycolborate![]() ![]() |
MeCN | N Param.: 6.50 sN Param.: 0.77 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
(1H-inden-1-yl)zinc(II) chloride*LiCl (in DMSO)![]() ![]() |
DMSO | N Param.: 18.10 sN Param.: 0.46 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
(1H-inden-1-yl)zinc(II) bromide*LiBr (in DMSO)![]() ![]() |
DMSO | N Param.: 15.60 sN Param.: 0.51 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
lithium 2-benzyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 8.92 sN Param.: 0.70 | ![]() ![]() | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] |
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 10.97 sN Param.: 0.63 | ![]() ![]() | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] |