C-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
toluene ![]() |
dichloromethane | N Param.: -4.36 sN Param.: 1.77 |
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
2-chloropropene ![]() |
dichloromethane | N Param.: -3.65 sN Param.: 1.97 |
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
m-xylene ![]() |
dichloromethane | N Param.: -3.57 sN Param.: 2.08 |
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(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 |
|
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 |
|
1-hexene ![]() |
dichloromethane | N Param.: -2.77 sN Param.: 1.41 |
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 |
|
(Z)-but-2-ene ![]() |
dichloromethane | N Param.: -2.44 sN Param.: 1.09 |
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
propene ![]() |
dichloromethane | N Param.: -2.41 sN Param.: 1.00 |
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 |
|
2-(trimethylsilyl)propene ![]() |
dichloromethane | N Param.: -1.46 sN Param.: 1.05 |
Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
|
dimethyl diazomalonate ![]() |
dichloromethane | N Param.: -1.24 sN Param.: 0.81 |
J. Am. Chem. Soc. 2023, 145, 7416-7434 10.1021/jacs.2c13872 |
|
anisole ![]() |
dichloromethane | N Param.: -1.18 sN Param.: 1.20 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
alpha-(trimethylsilyl)styrene ![]() |
dichloromethane | N Param.: -1.13 sN Param.: 1.46 |
Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
|
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 |
|
(Z)-phenylpropene ![]() |
dichloromethane | N Param.: -1.07 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 |
|
tetramethylethylene ![]() |
dichloromethane | N Param.: -1.00 sN Param.: 1.40 |
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 |
|
2-(trimethylsilyl)thiophene ![]() |
dichloromethane | N Param.: -0.80 sN Param.: 1.00 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
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 |
|
1-(p-tolyl)-1-(trimethylsilyl)ethene ![]() |
dichloromethane | N Param.: -0.65 sN Param.: 1.59 |
Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
|
4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane (in CH2Cl2) ![]() |
dichloromethane | N Param.: -0.64 sN Param.: 1.10 |
J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 |
|
allylchlorodimethylsilane ![]() |
dichloromethane | N Param.: -0.57 sN Param.: 1.06 |
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(2-methylallyl)trichlorosilane ![]() |
dichloromethane | N Param.: -0.57 sN Param.: 0.95 |
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 |
|
(E)-propenylbenzene ![]() |
dichloromethane | N Param.: -0.49 sN Param.: 1.18 |
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
methylenecyclopropane ![]() |
dichloromethane | N Param.: -0.47 sN Param.: 0.90 |
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 |
|
beta-(trimethylsilyl)styrene ![]() |
dichloromethane | N Param.: -0.43 sN Param.: 1.06 |
Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
|
diethyl diazomalonate ![]() |
dichloromethane | N Param.: -0.35 sN Param.: 0.93 |
Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |
|
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 |
|
2-(pentamethyldisilyl)propene ![]() |
dichloromethane | N Param.: -0.26 sN Param.: 0.95 |
Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
|
norbornene ![]() |
dichloromethane | N Param.: -0.25 sN Param.: 1.09 |
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
allyltriphenylsilane ![]() |
dichloromethane | N Param.: -0.13 sN Param.: 1.21 |
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(1H-inden-1-yl)trimethylsilane (in CH2Cl2) ![]() |
dichloromethane | N Param.: -0.10 sN Param.: 1.05 |
Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
|
phenylacetylene ![]() |
dichloromethane | N Param.: -0.04 sN Param.: 0.77 |
Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 |
|
2,3,3-trimethyl-but-1-ene ![]() |
dichloromethane | N Param.: 0.06 sN Param.: 1.07 |
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
cyclohepta-1,3-diene ![]() |
dichloromethane | N Param.: 0.06 sN Param.: 1.10 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
1-methylcyclohexene ![]() |
dichloromethane | N Param.: 0.08 sN Param.: 1.15 |
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
3-methylanisole ![]() |
dichloromethane | N Param.: 0.13 sN Param.: 1.27 |
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
2-diazoindandione ![]() |
dichloromethane | N Param.: 0.16 sN Param.: 0.86 |
Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
|
(2-methylallyl)benzene ![]() |
dichloromethane | N Param.: 0.25 sN Param.: 1.00 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
2-diazobenzothiophen-3(2H)-one ![]() |
dichloromethane | N Param.: 0.40 sN Param.: 0.93 |
Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
|
2,4-dimethyl-penta-1,4-diene ![]() |
dichloromethane | N Param.: 0.54 sN Param.: 1.00 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
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 |
|
alpha-(pentamethyldisilyl)styrene ![]() |
dichloromethane | N Param.: 0.61 sN Param.: 1.01 |
Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
|
2-methyl-but-2-ene ![]() |
dichloromethane | N Param.: 0.65 sN Param.: 1.17 |
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
2,3-dimethyl-but-1-ene ![]() |
dichloromethane | N Param.: 0.65 sN Param.: 1.00 |
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(Z)-penta-1,3-diene ![]() |
dichloromethane | N Param.: 0.66 sN Param.: 1.00 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |

