| 1,3-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO) |
DMSO | N Param.: 19.91 sN Param.: 0.62 |  | Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373 |
| bis(4-nitrophenyl)methanide (in DMSO) |
DMSO | N Param.: 19.92 sN Param.: 0.67 | | ARKIVOC 2008, (x), 37-53
10.3998/ark.5550190.[...] |
| 2-(4-NO2-C6H4)CH(-)CO2Et (in DMSO) |
DMSO | N Param.: 20.00 sN Param.: 0.71 | | Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265 |
| 1-(ethoxycarbonyl)-2-oxocyclooctan-1-ide (in DMSO) |
DMSO | N Param.: 20.02 sN Param.: 0.76 | | Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107 |
| 1-(isoquinolin-2-ium-2-yl)-2-oxo-2-phenylethan-1-ide (in DMSO) |
DMSO | N Param.: 20.08 sN Param.: 0.57 | | J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h |
| 1,2,3-trimethoxy-1,3-dioxopropan-2-ide (in DMSO) |
DMSO | N Param.: 20.08 sN Param.: 0.74 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616 |
| anion of 4-nitrobenzyl-CN (in MeCN) |
MeCN | N Param.: 20.10 sN Param.: 0.71 | | J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960 |
| anion of diethyl malonate (in DMSO) |
DMSO | N Param.: 20.22 sN Param.: 0.65 | | Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...] |
| 2-oxo-1-(pyridin-1-ium-1-yl)propan-1-ide (in DMSO) |
DMSO | N Param.: 20.24 sN Param.: 0.60 | | J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h |
| 3-(4-methoxyphenyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF) |
THF | N Param.: 20.41 sN Param.: 0.46 | | Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...] |
| 2-ethoxy-1-fluoro-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO) |
DMSO | N Param.: 20.51 sN Param.: 0.64 | | Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616 |
| 1-(ethoxycarbonyl)-2-oxocyclododecan-1-ide (in DMSO) |
DMSO | N Param.: 20.60 sN Param.: 0.63 | | Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107 |
| 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 |
| 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 |
| anion of nitromethane (in DMSO) |
DMSO | N Param.: 20.71 sN Param.: 0.60 | | J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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.[...] |
| anion of nitroethane (in DMSO) |
DMSO | N Param.: 21.54 sN Param.: 0.62 | | J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182 |
| 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 |
| 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 |
| 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 |
| 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 (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 |
| 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 |
| 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.[...] |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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((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 |
| 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[...] |
| 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 |
| 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 |
| 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-(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-(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-(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[...] |
| 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 |
| 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 |
| 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[...] |
| 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[...] |
| cyano((diphenylmethylene)amino)methanide |
DMSO | N Param.: 29.50 sN Param.: 0.50 | | Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...] |
| 1,3-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 |
| 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[...] |
| 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 |
C-Nucleophiles (572)
