C-Nucleophiles
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| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
2-(tributylstannyl)thiophene  |
dichloromethane | N Param.: 1.53 sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
buta-1,3-diene |
dichloromethane | N Param.: -0.87 sN Param.: 1.00 | | 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 |
(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 |
2,3-dimethyl-buta-1,3-diene |
dichloromethane | N Param.: 1.17 sN Param.: 1.00 | | 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 |
4-methyl-penta-1,3-diene |
dichloromethane | N Param.: 2.60 sN Param.: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(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 |
1-ethinylcyclohexenyl-Co2(CO)6 |
dichloromethane | N Param.: -0.44 sN Param.: 1.06 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6 |
dichloromethane | N Param.: -1.11 sN Param.: 0.92 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
cyclohepta-1,3,5-trienyl-Fe(CO)3 |
dichloromethane | N Param.: 3.42 sN Param.: 0.94 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)5(PPh3) |
dichloromethane | N Param.: -0.76 sN Param.: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-phenyl-4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6 |
dichloromethane | N Param.: 1.33 sN Param.: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
diazomethane |
dichloromethane | N Param.: 10.48 sN Param.: 0.78 | | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |
phenyldiazomethane |
dichloromethane | N Param.: 9.35 sN Param.: 0.83 | | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |
(trimethylsilyl)diazomethane |
dichloromethane | N Param.: 8.97 sN Param.: 0.75 | | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |
diphenyldiazomethane |
dichloromethane | N Param.: 5.29 sN Param.: 0.92 | | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |
ethyl diazoacetate |
dichloromethane | N Param.: 4.91 sN Param.: 0.95 | | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |
diazoacetone |
dichloromethane | N Param.: 3.96 sN Param.: 0.91 | | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |
diethyl diazomalonate |
dichloromethane | N Param.: -0.35 sN Param.: 0.93 | | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |
cyclohexa-1,3-diene |
dichloromethane | N Param.: 0.67 sN Param.: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
cyclohepta-1,3-diene |
dichloromethane | N Param.: 0.06 sN Param.: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
cycloocta-1,3-diene |
dichloromethane | N Param.: -0.50 sN Param.: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
cyclopentadiene |
dichloromethane | N Param.: 2.30 sN Param.: 1.06 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
3,3-dimethyl-2-(trimethylsiloxy)buten |
dichloromethane | N Param.: 3.78 sN Param.: 0.79 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-methoxy-2-methyl-1-(trimethylsiloxy)propene |
dichloromethane | N Param.: 9.00 sN Param.: 0.98 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methyl-1-(trimethylsiloxy)propen |
dichloromethane | N Param.: 3.94 sN Param.: 1.00 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(Z)-1-(triisopropylsiloxy)propen |
dichloromethane | N Param.: 3.87 sN Param.: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1,2-bis(trimethylsiloxy)cyclohexene |
dichloromethane | N Param.: 4.46 sN Param.: 1.15 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(trimethylsiloxy)buta-1,3-diene |
dichloromethane | N Param.: 4.83 sN Param.: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-(trimethylsiloxy)buta-1,3-diene |
dichloromethane | N Param.: 4.60 sN Param.: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-(trimethylsiloxy)cycloheptene |
dichloromethane | N Param.: 6.62 sN Param.: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-(trimethylsiloxy)cyclooctene |
dichloromethane | N Param.: 6.77 sN Param.: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
Z-3-(trimethylsiloxy)pent-2-ene |
dichloromethane | N Param.: 5.58 sN Param.: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(trimethylsiloxy)furan |
dichloromethane | N Param.: 7.22 sN Param.: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
3-(trimethylsilyl)cyclopentene |
dichloromethane | N Param.: 1.77 sN Param.: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
3-(trihexylsilyl)cyclopentene |
dichloromethane | N Param.: 1.98 sN Param.: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(2-methylallyl)trichlorosilane |
dichloromethane | N Param.: -0.57 sN Param.: 0.95 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
allyltriphenylgermane |
dichloromethane | N Param.: 1.20 sN Param.: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
prenyl-tributylstannane |
dichloromethane | N Param.: 4.74 sN Param.: 1.15 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(2-methylallyl)triphenylstannane |
dichloromethane | N Param.: 5.13 sN Param.: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
tetramethylethylene |
dichloromethane | N Param.: -1.00 sN Param.: 1.40 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
(2-methylallyl)benzene |
dichloromethane | N Param.: 0.25 sN Param.: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
alpha-methylstyrene |
dichloromethane | N Param.: 2.35 sN Param.: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-cyclopropylpropene |
dichloromethane | N Param.: 2.60 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 |
cyclopentene |
dichloromethane | N Param.: -1.55 sN Param.: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
norbornene |
dichloromethane | N Param.: -0.25 sN Param.: 1.09 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
(1S)-(-)-alpha-pinene |
dichloromethane | N Param.: 0.68 sN Param.: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-methylcyclopentene |
dichloromethane | N Param.: 1.18 sN Param.: 1.17 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
(E)-but-2-ene |
dichloromethane | N Param.: -2.45 sN Param.: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
ethyl-vinylether |
dichloromethane | N Param.: 3.92 sN Param.: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
isobutylenyl-ethylether |
dichloromethane | N Param.: 4.23 sN Param.: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1,1-diethoxyethene |
dichloromethane | N Param.: 9.81 sN Param.: 0.81 | | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
1-butoxy-1-(trimethylsiloxy)ethene |
dichloromethane | N Param.: 10.21 sN Param.: 0.82 | | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
1-butoxy-1-(t-butyl-dimethylsiloxy)ethene |
dichloromethane | N Param.: 10.32 sN Param.: 0.79 | | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
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 |
4-methyl-5-(trimethylsiloxy)-2,3-dihydrofuran |
dichloromethane | N Param.: 11.50 sN Param.: 0.91 | | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
2,4,6-trimethylstyrene |
dichloromethane | N Param.: 0.68 sN Param.: 1.09 | | Macromolecules 2005, 38, 33-40 10.1021/ma048389o |
5-(tris(pentafluorophenyl)siloxy)-2,3-dihydrofuran |
dichloromethane | N Param.: 8.16 sN Param.: 0.67 | | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
5-(triphenylsiloxy)-2,3-dihydrofuran |
dichloromethane | N Param.: 11.28 sN Param.: 0.91 | | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
1-(triphenylsiloxy)cyclopentene |
dichloromethane | N Param.: 5.76 sN Param.: 1.02 | | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
2,3-dihydrofuran |
dichloromethane | N Param.: 4.37 sN Param.: 0.90 | | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
2-(tris(pentafluorophenyl)siloxy)-propene |
dichloromethane | N Param.: 0.58 sN Param.: 0.91 | | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
1-(tris(pentafluorophenyl)siloxy)-cyclopentene |
dichloromethane | N Param.: 1.38 sN Param.: 0.93 | | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
(allyl)dicarbonyl(cyclopentadienyl)iron(II) |
dichloromethane | N Param.: 6.78 sN Param.: 0.95 | | Helv. Chim. Acta 2005, 88, 1754-1768 10.1002/hlca.200590137 |
(2-methylallyl)dicarbonyl(cyclopentadienyl)iron(II) |
dichloromethane | N Param.: 8.45 sN Param.: 0.83 | | Helv. Chim. Acta 2005, 88, 1754-1768 10.1002/hlca.200590137 |
5-methoxy-indole |
dichloromethane | N Param.: 6.22 sN Param.: 1.12 | | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
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 |
anisole |
dichloromethane | N Param.: -1.18 sN Param.: 1.20 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
Ph3P=CH-CO2Et |
dichloromethane | N Param.: 12.79 sN Param.: 0.77 | | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph3P=C(CH3)-CO2Et |
dichloromethane | N Param.: 13.09 sN Param.: 0.73 | | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph3P=CH-CN |
dichloromethane | N Param.: 12.29 sN Param.: 0.75 | | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph3P=CH-COPh |
dichloromethane | N Param.: 9.54 sN Param.: 0.97 | | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
(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 |
allyltris(trimethylsilyl)silane |
dichloromethane | N Param.: 1.95 sN Param.: 0.98 | | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |
(2-methylallyl)tris(trimethylsilyl)silane |
dichloromethane | N Param.: 4.63 sN Param.: 0.87 | | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |
2-(tris(trimethylsilyl)siloxy)propene |
dichloromethane | N Param.: 6.04 sN Param.: 0.82 | | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |
1-(tris(trimethylsilyl)siloxy)cyclohexene |
dichloromethane | N Param.: 5.07 sN Param.: 0.91 | | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |
(tris(trimethylsilyl)siloxy)ethene |
dichloromethane | N Param.: 4.01 sN Param.: 0.83 | | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |
2-methyl-pent-1-ene |
dichloromethane | N Param.: 0.84 sN Param.: 1.06 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
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-(triphenylsiloxy)propene |
dichloromethane | N Param.: 4.46 sN Param.: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
3-methyl-2-(trimethylsiloxy)but-1-ene |
dichloromethane | N Param.: 5.41 sN Param.: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(tert.butyldimethylsiloxy)propene |
dichloromethane | N Param.: 5.58 sN Param.: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
n-butyl vinyl ether |
dichloromethane | N Param.: 3.76 sN Param.: 0.91 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
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-(trimethylsilyl)propene |
dichloromethane | N Param.: -1.46 sN Param.: 1.05 | | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
2-(pentamethyldisilyl)propene |
dichloromethane | N Param.: -0.26 sN Param.: 0.95 | | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
2-(tris(trimethylsilyl)silyl)propene |
dichloromethane | N Param.: -0.31 sN Param.: 0.99 | | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
alpha-(trimethylsilyl)styrene |
dichloromethane | N Param.: -1.13 sN Param.: 1.46 | | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
alpha-(pentamethyldisilyl)styrene |
dichloromethane | N Param.: 0.61 sN Param.: 1.01 | | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
beta-(trimethylsilyl)styrene |
dichloromethane | N Param.: -0.43 sN Param.: 1.06 | | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |