C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylprop-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 9.64 sN Param.: 0.70 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylbut-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 7.92 sN Param.: 0.73 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 8.30 sN Param.: 0.84 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidin-4-one (in MeCN)![]() ![]() |
MeCN | N Param.: 7.10 sN Param.: 0.82 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidine-4-thione (in MeCN)![]() ![]() |
MeCN | N Param.: 6.49 sN Param.: 0.83 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 8.13 sN Param.: 0.97 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 7.99 sN Param.: 0.98 | ![]() ![]() ![]() | Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
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 |
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-((2,2,5,5-tetramethyl-1-(prop-1-en-1-yl)-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)![]() ![]() |
MeCN | N Param.: 9.25 sN Param.: 0.84 | ![]() ![]() ![]() | Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h |
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)![]() ![]() |
MeCN | N Param.: 7.74 sN Param.: 0.87 | ![]() ![]() ![]() | Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h |
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 7.06 sN Param.: 1.11 | ![]() ![]() ![]() | Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h |
1-(trimethylsiloxy)cyclopentene (in MeCN)![]() ![]() |
MeCN | N Param.: 6.43 sN Param.: 0.89 | ![]() ![]() ![]() | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
bis(4-nitrophenyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 19.92 sN Param.: 0.67 | ![]() ![]() ![]() | ARKIVOC 2008, (x), 37-53 10.3998/ark.5550190.[...] |
phenylacetylene![]() ![]() |
dichloromethane | N Param.: -0.04 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 |
anion of Meldrums acid (in DMSO)![]() ![]() |
DMSO | N Param.: 13.91 sN Param.: 0.86 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of dimedone (in DMSO)![]() ![]() |
DMSO | N Param.: 16.27 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of acetylacetone (in DMSO)![]() ![]() |
DMSO | N Param.: 17.64 sN Param.: 0.73 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of ethyl acetylacetate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.82 sN Param.: 0.69 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of malononitrile (in DMSO)![]() ![]() |
DMSO | N Param.: 19.36 sN Param.: 0.67 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of ethyl cyanoacetate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.62 sN Param.: 0.67 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
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[...] |
cyanide (in MeCN)![]() ![]() |
MeCN | N Param.: 16.27 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2005, 44, 142-145 10.1002/anie.200461640 |
tert-butyl isocyanide![]() ![]() |
dichloromethane | N Param.: 5.47 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
benzyl isocyanide![]() ![]() |
dichloromethane | N Param.: 4.90 sN Param.: 0.74 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
2,6-dimethylphenyl isocyanide![]() ![]() |
dichloromethane | N Param.: 4.59 sN Param.: 0.87 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
p-tosylmethyl isocyanide (TosMIC)![]() ![]() |
dichloromethane | N Param.: 3.50 sN Param.: 0.76 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
4-cyanophenyl isocyanide![]() ![]() |
dichloromethane | N Param.: 3.57 sN Param.: 0.72 | ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
(4-Br-C6H4)-(CO)-CH=SMe2![]() ![]() |
dichloromethane | N Param.: 11.95 sN Param.: 0.76 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2009, 48, 5034-5037 10.1002/anie.200900933 |
(cyclohexen-1-yl)prolinate (in MeCN)![]() ![]() |
MeCN | N Param.: 18.86 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 |
1-(N-pyrrolidino)cyclohexene (in MeCN)![]() ![]() |
MeCN | N Param.: 16.42 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 |
methyl (cyclohexen-1-yl)prolinate (in MeCN)![]() ![]() |
MeCN | N Param.: 14.96 sN Param.: 0.68 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 |
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 |
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 |
1,3,4-triphenyl-1H-1,2,4-triazol-4-ium-5-ide (in THF)![]() ![]() |
THF | N Param.: 14.07 sN Param.: 0.84 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
(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 |