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 | |
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 | |
cyclohexa-1,3-diene | dichloromethane | N Param.: 0.67 sN Param.: 1.10 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |