C-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
N-(cyclopent-1-en-1-yl)acetamide   |
MeCN | N Param.: 7.06 sN Param.: 0.87 |
 |
Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N-(3,3-dimethylbut-1-en-2-yl)acetamide  |
MeCN | N Param.: 4.61 sN Param.: 0.98 |
|
Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
(E)-1-styrylpyrrolidine (in MeCN)  |
MeCN | N Param.: 13.87 sN Param.: 0.76 |
|
Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
(S,E)-2-(diphenyl(trimethylsiloxy)methyl)-1-styrylpyrrolidine  |
MeCN | N Param.: 10.56 sN Param.: 1.01 |
|
Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
(S,E)-5-benzyl-2,2,3-trimethyl-1-styrylimidazolidin-4-one  |
MeCN | N Param.: 7.20 sN Param.: 1.14 |
|
Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
(S,E)-3-benzyl-1-methyl-4-styryl-1,4-diazaspiro[4.4]nonan-2-one  |
MeCN | N Param.: 7.92 sN Param.: 1.07 |
|
Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
(2S,5S)-5-benzyl-2-(tert-butyl)-3-methyl-1-((E)-styryl)imidazolidin-4-one  |
MeCN | N Param.: 5.80 sN Param.: 0.87 |
|
Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
MeO-Breslow 1a  |
THF | N Param.: 14.77 sN Param.: 0.80 |
|
Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
MeO-Breslow 1b  |
THF | N Param.: 10.45 sN Param.: 0.81 |
|
Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
MeO-Breslow 1c  |
THF | N Param.: 16.61 sN Param.: 0.68 |
|
Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
MeO-Breslow 1e  |
THF | N Param.: 15.65 sN Param.: 0.52 |
|
Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
Dexoxy Breslow intermediate 6  |
THF | N Param.: 15.58 sN Param.: 0.57 |
|
Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
Desoxy Breslow intermediate 2a  |
THF | N Param.: 17.12 sN Param.: 0.80 |
|
Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
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 |
Desoxy Breslow intermediate 2a'  |
THF | N Param.: 14.45 sN Param.: 0.71 |
|
Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
Desoxy Breslow intermediate 2b  |
THF | N Param.: 13.91 sN Param.: 0.64 |
|
Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
Desoxy Breslow intermediate 2b'  |
THF | N Param.: 11.42 sN Param.: 0.70 |
|
Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
Desoxy Breslow intermediate 2c'  |
THF | N Param.: 12.75 sN Param.: 0.71 |
|
Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
1-(perfluorophenyl)-1-(trimethylsiloxy)ethene  |
dichloromethane | N Param.: 1.47 sN Param.: 0.89 |
|
Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
3,3,3-trifluoro-2-(trimethylsiloxy)propene  |
dichloromethane | N Param.: -2.94 sN Param.: 1.11 |
|
Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
(3,3,4,4,5,5,6,6,7,7,7-undecafluoro)-2-(trimethylsiloxy)hept-1-ene  |
dichloromethane | N Param.: -3.52 sN Param.: 1.17 |
|
Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
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 |
potassium trifluoro(1-methyl-1H-indol-2-yl)borate  |
MeCN | N Param.: 9.55 sN Param.: 1.16 |
|
J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
potassium trifluoro(1-methyl-1H-indol-5-yl)borate  |
MeCN | N Param.: 8.77 sN Param.: 1.09 |
|
J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
potassium (1-(tert-butoxycarbonyl)-1H-indol-2-yl)trifluoroborate  |
MeCN | N Param.: 6.46 sN Param.: 0.96 |
|
J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
potassium (1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)trifluoroborate  |
MeCN | N Param.: 7.10 sN Param.: 1.18 |
|
J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
tert-butyl indole-1-carboxylate  |
MeCN | N Param.: 1.68 sN Param.: 1.26 |
|
J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
potassium trifluoro(furan-3-yl)borate  |
MeCN | N Param.: 6.83 sN Param.: 0.93 |
|
J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
potassium trifluoro(3-methoxy-thiophen-2-yl)borate  |
MeCN | N Param.: 7.32 sN Param.: 0.90 |
|
J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
3-methoxythiophene  |
MeCN | N Param.: 3.06 sN Param.: 1.19 |
|
J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)  |
THF | N Param.: 15.33 sN Param.: 0.79 |
|
Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
(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 |
(Z)-1-(1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)  |
THF | N Param.: 15.92 sN Param.: 0.72 |
|
Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
(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.: 14.40 sN Param.: 0.66 |
|
Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)  |
dichloromethane | N Param.: 6.98 sN Param.: 0.85 |
|
Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 |
N-methylenepyrrolidin-1-amine (in CH2Cl2)  |
dichloromethane | N Param.: 7.84 sN Param.: 0.89 |
|
Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 |
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 |