C-Nucleophiles
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| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
furan  |
dichloromethane | N Param.: 1.33 sN Param.: 1.29 |  | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2-(trimethylsilyl)furan |
dichloromethane | N Param.: 2.16 sN Param.: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(triethylsilyl)furan |
dichloromethane | N Param.: 2.20 sN Param.: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(tributylsilyl)furan |
dichloromethane | N Param.: 2.37 sN Param.: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
thiophene |
dichloromethane | N Param.: -1.01 sN Param.: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(trimethylsilyl)thiophene |
dichloromethane | N Param.: -0.80 sN Param.: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(tributylstannyl)furan |
dichloromethane | N Param.: 3.63 sN Param.: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
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 |
anion of nitroethane (in DMSO) |
DMSO | N Param.: 21.54 sN Param.: 0.62 | | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 |
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 |
anion of Meldrum's acid (in water) |
water | N Param.: 12.06 sN Param.: 0.66 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of dimedone (in water) |
water | N Param.: 11.77 sN Param.: 0.63 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of acetylacetone (in water) |
water | N Param.: 13.73 sN Param.: 0.64 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of ethyl acetylacetate (in water) |
water | N Param.: 15.99 sN Param.: 0.62 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of malononitrile (in water) |
water | N Param.: 19.50 sN Param.: 0.55 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of ethyl cyanoacetate (in water) |
water | N Param.: 15.57 sN Param.: 0.58 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of diethyl malonate (in water) |
water | N Param.: 16.15 sN Param.: 0.66 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of diethyl methylmalonate (in DMSO) |
DMSO | N Param.: 21.13 sN Param.: 0.68 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of diethyl methylmalonate (in water) |
water | N Param.: 17.68 sN Param.: 0.50 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of 3-methyl acetylacetone (in DMSO) |
DMSO | N Param.: 18.38 sN Param.: 0.72 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of 3-methyl acetylacetone (in water) |
water | N Param.: 14.33 sN Param.: 0.69 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
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 |
anion of nitroethane (in water) |
water | N Param.: 11.25 sN Param.: 0.52 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of nitromethane (in water) |
water | N Param.: 12.06 sN Param.: 0.53 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of nitromethane (in DMSO) |
DMSO | N Param.: 20.71 sN Param.: 0.60 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of 2-nitropropane (in DMSO) |
DMSO | N Param.: 20.61 sN Param.: 0.69 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of 2-nitropropane (in water) |
water | N Param.: 10.69 sN Param.: 0.56 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of phenylnitromethane (in H2O) |
water | N Param.: 12.05 sN Param.: 0.53 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of phenylnitromethane (in DMSO) |
DMSO | N Param.: 18.29 sN Param.: 0.71 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of p-tolylnitromethane (in water) |
water | N Param.: 13.09 sN Param.: 0.50 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of p-tolylnitromethane (in DMSO) |
DMSO | N Param.: 18.31 sN Param.: 0.76 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (4-nitrophenyl)nitromethane (in water) |
water | N Param.: 13.58 sN Param.: 0.52 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (4-nitrophenyl)nitromethane (in DMSO) |
DMSO | N Param.: 16.29 sN Param.: 0.75 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (3-nitrophenyl)nitromethane (in water) |
water | N Param.: 14.25 sN Param.: 0.46 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (3-nitrophenyl)nitromethane (in DMSO) |
DMSO | N Param.: 18.06 sN Param.: 0.71 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (4-cyanophenyl)nitromethane (in water) |
water | N Param.: 13.23 sN Param.: 0.52 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (4-cyanophenyl)nitromethane (in DMSO) |
DMSO | N Param.: 16.96 sN Param.: 0.73 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
cyanide (in MeCN) |
MeCN | N Param.: 16.27 sN Param.: 0.70 | | Angew. Chem. Int. Ed. 2005, 44, 142-145 10.1002/anie.200461640 |
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 |