Nucleophiles
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« Back Forward » Found 1310 molecules, displaying page 1 of 14 Results per page
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| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
5-(tert-Butyl)-1,3-diisopropyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)  |
THF | N Param.: 31.92 sN Param.: 0.52 |  | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 |
2-(benzylideneamino)-1-ethoxy-1-oxopropan-2-ide (in DMSO) |
DMSO | N Param.: 30.82 sN Param.: 0.41 | | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
1,3-Diisopropyl-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF) |
THF | N Param.: 30.25 sN Param.: 0.54 | | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 |
cyano((diphenylmethylene)amino)methanide |
DMSO | N Param.: 29.50 sN Param.: 0.50 | | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO) |
DMSO | N Param.: 29.10 sN Param.: 0.50 | | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
1-((4-chlorobenzylidene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO) |
DMSO | N Param.: 29.02 sN Param.: 0.49 | | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
anion of 2-phenyl-propionitrile (in DMSO) |
DMSO | N Param.: 28.95 sN Param.: 0.58 | | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
chloro(phenylsulfonyl)methanide (in DMSO) |
DMSO | N Param.: 28.27 sN Param.: 0.42 | | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
2-(tert-butoxy)-1-((diphenylmethylene)amino)-2-oxoethan-1-ide (in DMSO) |
DMSO | N Param.: 27.77 sN Param.: 0.47 | | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
2-(4-Br-C6H4)CH(-)CO2Et (in DMSO) |
DMSO | N Param.: 27.62 sN Param.: 0.53 | | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-(3-Cl-C6H4)CH(-)CO2Et (in DMSO) |
DMSO | N Param.: 27.57 sN Param.: 0.53 | | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-PhCH(-)CO2Et (in DMSO) |
DMSO | N Param.: 27.54 sN Param.: 0.57 | | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-(diethylamino)-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO) |
DMSO | N Param.: 27.45 sN Param.: 0.38 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
anion of 4-(trifluoromethyl)benzyl-CN (in DMSO) |
DMSO | N Param.: 27.28 sN Param.: 0.50 | | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
1-((diphenylmethylene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO) |
DMSO | N Param.: 26.95 sN Param.: 0.52 | | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
chloro((4-chlorophenyl)sulfonyl)methanide (in DMSO) |
DMSO | N Param.: 26.90 sN Param.: 0.45 | | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
2-ethoxy-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO) |
DMSO | N Param.: 26.71 sN Param.: 0.37 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
chloro(phenylsulfonyl)methanide (in DMF) |
DMF | N Param.: 26.64 sN Param.: 0.64 |  | Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329 |
1-mesityl-3-methyl-5-methylene-2,4,6-triphenyl-2,5-dihydropyridin-1-ium-2-ide (in THF) |
THF | N Param.: 26.16 sN Param.: 0.52 | | Angew. Chem. Int. Ed. 2024, , e202318283 10.1002/anie.202318283 |
cyano(pyridin-1-ium-1-yl)methanide (in DMSO) |
DMSO | N Param.: 25.94 sN Param.: 0.42 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
anion of (benzylsulfonyl)benzene (in DMSO) |
DMSO | N Param.: 25.77 sN Param.: 0.56 | | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
chloro((4-cyanophenyl)sulfonyl)methanide (in DMSO) |
DMSO | N Param.: 25.59 sN Param.: 0.51 | | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN) |
MeCN | N Param.: 25.54 sN Param.: 0.35 | | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 10.1002/anie.201901456 |
m-nitrophenolate (in MeCN) |
MeCN | N Param.: 25.51 sN Param.: 0.43 | | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
enolate of 3-isochromanone (in DMSO) |
DMSO | N Param.: 25.39 sN Param.: 0.54 | | J. Org. Chem. 2024, 89, 6915-6928 10.1021/acs.joc.4c00277 |
anion of 2-(4-CN-C6H4)propionitrile (in DMSO) |
DMSO | N Param.: 25.35 sN Param.: 0.56 | | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
anion of 4-cyanobenzyl-CN (in DMSO) |
DMSO | N Param.: 25.11 sN Param.: 0.54 | | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
anion of 1-phenylpropan-2-one (in DMSO) |
DMSO | N Param.: 24.99 sN Param.: 0.60 | | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
4-methoxythiophenolate (in DMSO) |
DMSO | N Param.: 24.97 sN Param.: 0.68 | | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
chloro((4-nitrophenyl)sulfonyl)methanide (in DMSO) |
DMSO | N Param.: 24.88 sN Param.: 0.49 | | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
1,3-bis(2,6-diisopropylphenyl)-5-methyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF) |
THF | N Param.: 24.86 sN Param.: 0.52 | | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 |
4-methylthiophenolate (in DMSO) |
DMSO | N Param.: 24.35 sN Param.: 0.69 | | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
anion of (4-CF3-C6H4)CH2SO2Ph (in DMSO) |
DMSO | N Param.: 24.30 sN Param.: 0.51 | | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h |
potassium indenide (in DMSO) |
DMSO | N Param.: 24.16 sN Param.: 0.68 | | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
bromo(phenylsulfonyl)methanide (in DMSO) |
DMSO | N Param.: 23.90 sN Param.: 0.62 | | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 |
piperidin-1-yl dithiocarbamate (in MeCN) |
MeCN | N Param.: 23.84 sN Param.: 0.57 | | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j |
sodium indenide (in DMSO) |
DMSO | N Param.: 23.74 sN Param.: 0.71 | | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
lithium indenide (in DMSO) |
DMSO | N Param.: 23.66 sN Param.: 0.70 | | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
2-(4-CN-C6H4)CH(-)CO2Et (in DMSO) |
DMSO | N Param.: 23.64 sN Param.: 0.65 | | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
4-methylpiperazin-1-yl dithiocarbamate (in MeCN) |
MeCN | N Param.: 23.61 sN Param.: 0.57 | | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j |
1,3-Bis(2,6-diisopropylphenyl)-5-(4-methoxyphenyl)-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF) |
THF | N Param.: 23.55 sN Param.: 0.56 | | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 |
cysteine (dianionic, in water, S-nucleophile!) |
water | N Param.: 23.43 sN Param.: 0.42 | | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
cysteine (dianionic, in water) |
water | N Param.: 23.43 sN Param.: 0.42 | | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
m-(trifluoromethyl)phenolate (in DMF) |
DMF | N Param.: 23.40 sN Param.: 0.51 | | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
thiophenolate (in DMSO) |
DMSO | N Param.: 23.36 sN Param.: 0.74 | | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-ide (in THF) |
THF | N Param.: 23.35 sN Param.: 0.40 | | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
2-(pyrid-4-yl)CH(-)CO2Et (in DMSO) |
DMSO | N Param.: 23.27 sN Param.: 0.70 | | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
m-(trifluoromethyl)phenolate (in MeCN) |
MeCN | N Param.: 23.20 sN Param.: 0.51 | | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
anion of 1,2-diphenylethanone (in DMSO) |
DMSO | N Param.: 23.15 sN Param.: 0.60 | | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
trimethylamine (in MeCN) |
MeCN | N Param.: 23.05 sN Param.: 0.45 | | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
anion of diethyl 2-butylmalonate (in DMSO) |
DMSO | N Param.: 23.00 sN Param.: 0.55 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
3-(2,6-dimethoxyphenyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF) |
THF | N Param.: 23.00 sN Param.: 0.46 | | Org. Lett. 2016, 18, 3566-3569 10.1021/acs.orglett.[...] |
4-bromothiophenolate (in DMSO) |
DMSO | N Param.: 22.80 sN Param.: 0.78 | | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
1,3-bis(2,6-diisopropylphenyl)-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF) |
THF | N Param.: 22.80 sN Param.: 0.60 | | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 |
(S)-4-benzyl-1,3-oxazolidin-2-one anion (in DMSO) |
DMSO | N Param.: 22.67 sN Param.: 0.54 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
2-sulfidoacetate (in water) |
water | N Param.: 22.62 sN Param.: 0.43 | | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
m-(trifluoromethyl)phenolate (in DMSO) |
DMSO | N Param.: 22.62 sN Param.: 0.51 | | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
anion of (4-CN-C6H4)CH2SO2Ph (in DMSO) |
DMSO | N Param.: 22.60 sN Param.: 0.57 | | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h |
naphthalene-2-thiolate (in DMSO) |
DMSO | N Param.: 22.55 sN Param.: 0.83 | | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
3-chlorothiophenolate (in DMSO) |
DMSO | N Param.: 22.50 sN Param.: 0.78 | | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
1,1-dimethylhydrazine (in MeCN) |
MeCN | N Param.: 22.41 sN Param.: 0.45 | | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 |
m-nitrophenolate (in DMF) |
DMF | N Param.: 22.41 sN Param.: 0.54 | | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
1,3-oxazolidin-2-one anion (in DMSO) |
DMSO | N Param.: 22.40 sN Param.: 0.59 | | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
pyrrolidin-1-yl dithiocarbamate (in MeCN) |
MeCN | N Param.: 22.40 sN Param.: 0.63 | | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j |
1,3-Bis(2,6-diisopropylphenyl)-4-methylene-5-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF) |
THF | N Param.: 22.30 sN Param.: 0.49 | | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 |
anion of nitroethane (in DMF) |
DMF | N Param.: 22.21 sN Param.: 0.48 | | Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329 |
p-(trifluoromethyl)phenolate (in DMF) |
DMF | N Param.: 22.05 sN Param.: 0.53 | | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
3-(trifluoromethyl)thiophenolate (in DMSO) |
DMSO | N Param.: 21.75 sN Param.: 0.86 | | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
1,3-dimesityl-1H-imidazol-3-ium-2-ide (in THF)  |
THF | N Param.: 21.72 sN Param.: 0.45 | | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
morpholin-1-yl dithiocarbamate (in MeCN) |
MeCN | N Param.: 21.72 sN Param.: 0.64 | | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j |
p-(tert-butyl)phenolate (in MeCN) |
MeCN | N Param.: 21.70 sN Param.: 0.58 | | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
p-(trifluoromethyl)phenolate (in MeCN) |
MeCN | N Param.: 21.69 sN Param.: 0.53 | | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
1-(4-(dimethylamino)pyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO) |
DMSO | N Param.: 21.61 sN Param.: 0.58 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
anion of nitroethane (in DMSO) |
DMSO | N Param.: 21.54 sN Param.: 0.62 | | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 |
3-mesityl-1-methyl-1H-imidazol-3-ium-2-ide (in THF) |
THF | N Param.: 21.50 sN Param.: 0.45 | | Org. Lett. 2016, 18, 3566-3569 10.1021/acs.orglett.[...] |
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF) |
THF | N Param.: 21.36 sN Param.: 0.42 | | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 |
4-(trifluoromethyl)thiophenolate (in DMSO) |
DMSO | N Param.: 21.30 sN Param.: 0.86 | | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 |
Me2S(O)=CH2 (in DMSO) |
DMSO | N Param.: 21.29 sN Param.: 0.47 | | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
4-methyl-imidazole anion (in DMSO) |
DMSO | N Param.: 21.29 sN Param.: 0.51 | | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
m-nitrophenolate (in DMSO) |
DMSO | N Param.: 21.29 sN Param.: 0.54 | | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
thioacetate (in MeCN) |
MeCN | N Param.: 21.20 sN Param.: 0.63 | | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j |
1,3,5-trimethyl-2-methylene-1,2-dihydropyridine (in DMSO) |
DMSO | N Param.: 21.16 sN Param.: 0.59 | | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
anion of diethyl methylmalonate (in DMSO) |
DMSO | N Param.: 21.13 sN Param.: 0.68 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
imidazole anion (in DMSO) |
DMSO | N Param.: 21.09 sN Param.: 0.51 | | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
Me2S=CH(4-CN-C6H4) (in DMSO) |
DMSO | N Param.: 21.07 sN Param.: 0.68 | | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
2-methyl-imidazole anion (in DMSO) |
DMSO | N Param.: 21.03 sN Param.: 0.50 | | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
o,o'-di-tert-butylphenolate (in DMSO) |
DMSO | N Param.: 21.02 sN Param.: 0.59 | | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
glutathione GSH(NH3+/S-) |
water | N Param.: 20.97 sN Param.: 0.56 | | Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803 |
N,N-dimethyl dithiocarbamate (in MeCN) |
MeCN | N Param.: 20.93 sN Param.: 0.69 | | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j |
1,3-di-tert-butyl-2,3-dihydro-1H-benzo[d][1,3,2]diazaphosphole (in MeCN) |
MeCN | N Param.: 20.93 sN Param.: 0.43 | | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 10.1002/anie.201901456 |
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF) |
THF | N Param.: 20.78 sN Param.: 0.61 | | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 |
1,6-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO) |
DMSO | N Param.: 20.76 sN Param.: 0.60 | | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in 91M9AN) |
MeOH-MeCN mix | N Param.: 20.72 sN Param.: 0.58 | | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b |
anion of nitromethane (in DMSO) |
DMSO | N Param.: 20.71 sN Param.: 0.60 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
2,4-dimethyl-imidazole anion (in DMSO) |
DMSO | N Param.: 20.69 sN Param.: 0.60 | | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
1,3-diethoxy-2-fluoro-1,3-dioxopropan-2-ide (in DMSO) |
DMSO | N Param.: 20.63 sN Param.: 0.76 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
p-methoxyphenolate (in MeCN) |
MeCN | N Param.: 20.62 sN Param.: 0.69 | | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 |
anion of 2-nitropropane (in DMSO) |
DMSO | N Param.: 20.61 sN Param.: 0.69 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
MeSO-CH-CO2Et (in DMSO) |
DMSO | N Param.: 20.61 sN Param.: 0.64 | | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 |
N-methyl-pyrrolidine (in CH2Cl2) |
dichloromethane | N Param.: 20.60 sN Param.: 0.52 | | J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707 |