Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
tetrabutylstannane | dichloromethane | N Param.: -0.30 sN Param.: 1.07 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
(4-(tert-butyl)phenethyl)trimethylstannane | 1,2-dichloroethane | N Param.: -0.30 sN Param.: 1.10 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
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 | |
5% water/95% HFIP (w/w) | water-HFIP mix | N Param.: -0.10 sN Param.: 0.97 | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 | |
(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 | |
1,4-dihydronaphthalene | dichloromethane | N Param.: -0.07 sN Param.: 1.03 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
phenylacetylene | dichloromethane | N Param.: -0.04 sN Param.: 0.77 | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | |
phenylsilane | dichloromethane | N Param.: 0.06 sN Param.: 0.71 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
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 | |
1,4-cyclohexadiene | dichloromethane | N Param.: 0.09 sN Param.: 0.98 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
tetraethylplumbane (in MeCN) | MeCN | N Param.: 0.10 sN Param.: 1.10 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
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 | |
hexylsilane | dichloromethane | N Param.: 0.19 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
(4-methoxyphenethyl)trimethylstannane | 1,2-dichloroethane | N Param.: 0.20 sN Param.: 1.10 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
(2-methylallyl)benzene | dichloromethane | N Param.: 0.25 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
7% water/93% HFIP (w/w) | water-HFIP mix | N Param.: 0.34 sN Param.: 0.96 | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 | |
1,4-cyclohexadiene (in MeCN) | MeCN | N Param.: 0.35 sN Param.: 0.98 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
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 | |
cycloheptatriene | dichloromethane | N Param.: 0.52 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
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 | |
cycloheptatriene (in MeCN) | MeCN | N Param.: 0.55 sN Param.: 0.97 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
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 | |
xanthene | dichloromethane | N Param.: 0.64 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
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 | |
(1S)-(-)-alpha-pinene | dichloromethane | N Param.: 0.68 sN Param.: 1.10 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2,4,6-trimethylstyrene | dichloromethane | N Param.: 0.68 sN Param.: 1.09 | Macromolecules 2005, 38, 33-40 10.1021/ma048389o | |
styrene | dichloromethane | N Param.: 0.78 sN Param.: 0.95 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
2,4,4-trimethyl-pent-1-ene | dichloromethane | N Param.: 0.79 sN Param.: 1.07 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
chlorodimethylsilane | dichloromethane | N Param.: 0.79 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
(chloromethyl)dimethylsilane | dichloromethane | N Param.: 0.80 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
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 | |
methyl(neopentyl)(phenyl)silane | dichloromethane | N Param.: 0.87 sN Param.: 0.75 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
trimethyl(prenyl)silane | dichloromethane | N Param.: 0.90 sN Param.: 1.17 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
10% water/90% HFIP (w/w) | water-HFIP mix | N Param.: 0.96 sN Param.: 0.93 | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 | |
2-methyl-but-1-ene | dichloromethane | N Param.: 1.00 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-methyl-buta-1,3-diene (isoprene) | dichloromethane | N Param.: 1.10 sN Param.: 0.98 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
2-methylpropene (isobutylene) | dichloromethane | N Param.: 1.11 sN Param.: 0.98 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
trifluoroethanol | TFE | N Param.: 1.11 sN Param.: 0.96 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
2,5-dimethyl-hexa-1,5-diene | dichloromethane | N Param.: 1.14 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclohexane | dichloromethane | N Param.: 1.16 sN Param.: 1.04 | 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 |