C-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
(E)-2-methyl-penta-1,3-diene   |
dichloromethane | N Param.: 3.09 sN Param.: 1.00 |
 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(E)-4-(1,2-diphenylvinyl)morpholine (in MeCN)  |
MeCN | N Param.: 8.78 sN Param.: 0.83 |
|
Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
(E)-4-(2-phenyl-2-(pyrrolidin-1-yl)vinyl)benzonitrile (in MeCN)  |
MeCN | N Param.: 10.63 sN Param.: 0.84 |
|
Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
(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 |
(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)-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-(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-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-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)  |
MeCN | N Param.: 8.12 sN Param.: 0.88 |
|
Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764 |
(E)-4-styrylmorpholine  |
MeCN | N Param.: 11.66 sN Param.: 0.83 |
|
Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
(E)-beta-(N-morpholino)styrene  |
dichloromethane | N Param.: 10.76 sN Param.: 0.87 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
(E)-beta-(N-piperidino)styrene (in MeCN)  |
MeCN | N Param.: 13.84 sN Param.: 0.73 |
|
Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
(E)-but-2-ene  |
dichloromethane | N Param.: -2.45 sN Param.: 1.10 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(E)-but-2-enyltrimethylsilane  |
dichloromethane | N Param.: 1.94 sN Param.: 1.10 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(E)-penta-1,3-diene  |
dichloromethane | N Param.: 1.49 sN Param.: 1.00 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(E)-propenylbenzene  |
dichloromethane | N Param.: -0.49 sN Param.: 1.18 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
(E,E)-hexa-2,4-diene  |
dichloromethane | N Param.: 1.17 sN Param.: 1.10 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(EtO)2P(O)CH(-)CN (in DMSO)  |
DMSO | N Param.: 18.57 sN Param.: 0.66 |
|
J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
(EtO)2P(O)CH(-)CO2Et (in DMSO)  |
DMSO | N Param.: 19.23 sN Param.: 0.65 |
|
J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
(p-bromophenyl)diazomethane  |
dichloromethane | N Param.: 8.87 sN Param.: 0.82 |
|
J. Am. Chem. Soc. 2018, 140, 16758-16772 10.1021/jacs.8b09995 |
(p-cyanophenyl)diazomethane  |
dichloromethane | N Param.: 7.66 sN Param.: 0.80 |
|
J. Am. Chem. Soc. 2018, 140, 16758-16772 10.1021/jacs.8b09995 |
(p-nitrophenyl)diazomethane  |
dichloromethane | N Param.: 7.17 sN Param.: 0.83 |
|
J. Am. Chem. Soc. 2018, 140, 16758-16772 10.1021/jacs.8b09995 |
(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)-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 |
(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 |
(triisopropylsiloxy)ethene  |
dichloromethane | N Param.: 3.44 sN Param.: 0.94 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(trimethylsilyl)diazomethane  |
dichloromethane | N Param.: 8.97 sN Param.: 0.75 |
|
Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |
(tris(trimethylsilyl)siloxy)ethene  |
dichloromethane | N Param.: 4.01 sN Param.: 0.83 |
|
Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |
(Z)-1,2-diphenyl-1-(trimethylsiloxy)ethene (in MeCN)  |
MeCN | N Param.: 3.00 sN Param.: 0.83 |
|
Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 |
(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-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-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)-1-(N-morpholino)propene  |
dichloromethane | N Param.: 12.26 sN Param.: 0.80 |
|
Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
(Z)-1-(triisopropylsiloxy)propen  |
dichloromethane | N Param.: 3.87 sN Param.: 1.00 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(Z)-1-phenyl-1-(trimethylsiloxy)propene (in MeCN)  |
MeCN | N Param.: 5.18 sN Param.: 0.94 |
|
Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 |
(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 |
(Z)-but-2-ene  |
dichloromethane | N Param.: -2.44 sN Param.: 1.09 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(Z)-but-2-enyltrimethylsilane  |
dichloromethane | N Param.: 1.69 sN Param.: 1.10 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(Z)-penta-1,3-diene  |
dichloromethane | N Param.: 0.66 sN Param.: 1.00 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(Z)-phenylpropene  |
dichloromethane | N Param.: -1.07 sN Param.: 1.10 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1,1-bis(trimethylsiloxy)propene  |
dichloromethane | N Param.: 10.38 sN Param.: 0.87 |
|
Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
1,1-diethoxyethene  |
dichloromethane | N Param.: 9.81 sN Param.: 0.81 |
|
Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
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 |
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 |
1,2,5-trimethylpyrrole  |
MeCN | N Param.: 8.69 sN Param.: 1.07 |
|
Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 |
1,2-bis(trimethylsiloxy)cyclohexene  |
dichloromethane | N Param.: 4.46 sN Param.: 1.15 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1,2-dimethylindole  |
dichloromethane | N Param.: 6.54 sN Param.: 1.10 |
|
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
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 |
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 |
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 |