C-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
Me2S=CH-CN (in DMSO)   |
DMSO | N Param.: 16.23 sN Param.: 0.60 |
 |
Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 |
MeSO2-CH-CO2Et (in DMSO)  |
DMSO | N Param.: 18.00 sN Param.: 0.66 |
|
Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 |
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 |
(4-Br-C6H4)-(CO)-CH=SMe2 (in DMSO)  |
DMSO | N Param.: 13.78 sN Param.: 0.72 |
|
J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
(C6H5)-(CO)-CH=SMe2 (in DMSO)  |
DMSO | N Param.: 13.95 sN Param.: 0.69 |
|
J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
(4-MeO-C6H4)-(CO)-CH=SMe2 (in DMSO)  |
DMSO | N Param.: 14.48 sN Param.: 0.71 |
|
J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
(4-Me2N-C6H4)-(CO)-CH=SMe2 (in DMSO)  |
DMSO | N Param.: 15.68 sN Param.: 0.65 |
|
J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
Me2S=CH(p-NO2-C6H4) (in DMSO)  |
DMSO | N Param.: 18.42 sN Param.: 0.65 |
|
J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
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 |
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 |
Desoxy Breslow intermediate 2a  |
DMSO | N Param.: 17.41 sN Param.: 0.74 |
|
Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
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-(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 |
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 |
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 |
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in DMSO)  |
DMSO | N Param.: 14.40 sN Param.: 0.64 |
|
Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
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 |
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 |
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 |
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 |
2-oxo-2-phenyl-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)  |
DMSO | N Param.: 19.46 sN Param.: 0.58 |
|
J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
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-chloropyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)  |
DMSO | N Param.: 17.98 sN Param.: 0.63 |
|
J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
2-oxo-2-phenyl-1-(quinolin-1-ium-1-yl)ethan-1-ide (in DMSO)  |
DMSO | N Param.: 19.38 sN Param.: 0.50 |
|
J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
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 |
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)  |
DMSO | N Param.: 14.48 sN Param.: 0.86 |
|
Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)  |
DMSO | N Param.: 15.13 sN Param.: 0.75 |
|
Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)  |
DMSO | N Param.: 15.02 sN Param.: 0.75 |
|
Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
5-(4-cyanobenzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)  |
DMSO | N Param.: 13.79 sN Param.: 0.86 |
|
Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
2,2-dimethyl-5-(4-nitrobenzyl)-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)  |
DMSO | N Param.: 12.02 sN Param.: 1.17 |
|
Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
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 |
anion of N,N-diethyl-3-oxo-3-phenylpropanoate (in DMSO)  |
DMSO | N Param.: 19.28 sN Param.: 0.65 |
|
Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of ethyl 3-oxo-3-phenylpropanoate (in DMSO)  |
DMSO | N Param.: 17.52 sN Param.: 0.74 |
|
Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of 3-oxo-3-phenylpropanenitrile (in DMSO)  |
DMSO | N Param.: 16.55 sN Param.: 0.78 |
|
Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of 1-phenylbutane-1,3-dione (in DMSO)  |
DMSO | N Param.: 16.03 sN Param.: 0.86 |
|
Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of 1,3-diphenylpropane-1,3-dione (in DMSO)  |
DMSO | N Param.: 17.46 sN Param.: 0.65 |
|
Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of 1-phenyl-2-(phenylsulfonyl)ethanone (in DMSO)  |
DMSO | N Param.: 17.19 sN Param.: 0.56 |
|
Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of 2-nitro-1-phenylethan-1-one (in DMSO)  |
DMSO | N Param.: 13.91 sN Param.: 0.76 |
|
Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
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 (benzylsulfonyl)benzene (in DMSO)  |
DMSO | N Param.: 25.77 sN Param.: 0.56 |
|
Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of ethyl 2-nitroacetate (in DMSO)  |
DMSO | N Param.: 15.24 sN Param.: 0.74 |
|
Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
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 |
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 |
(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 |
1-ethoxy-2-methyl-1,3-dioxobutan-2-ide (in DMSO)  |
DMSO | N Param.: 19.58 sN Param.: 0.73 |
|
Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
1-(ethoxycarbonyl)-2-oxocyclopentan-1-ide (in DMSO)  |
DMSO | N Param.: 18.63 sN Param.: 0.82 |
|
Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |