Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
prenyl-tributylstannane | dichloromethane | N Param.: 4.74 sN Param.: 1.15 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-(bis(trimethylsiloxy)amino)propene | dichloromethane | N Param.: 4.76 sN Param.: 0.86 | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 | |
80% water/20%TFE (v/v) | water-TFE mix | N Param.: 4.78 sN Param.: 0.83 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
(bis(trimethylsiloxy)amino)styrene | dichloromethane | N Param.: 4.80 sN Param.: 0.86 | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 | |
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 | |
diazocyclopentadiene (in CH2Cl2) | dichloromethane | N Param.: 4.84 sN Param.: 1.06 | Synthesis 2023, 55, 354-358 10.1055/s-0041-1737327 | |
((dimethylsilyl)methyl)trimethylsilane | dichloromethane | N Param.: 4.86 sN Param.: 0.64 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
HMo(Cp)(CO)3 | dichloromethane | N Param.: 4.88 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
benzyl isocyanide | dichloromethane | N Param.: 4.90 sN Param.: 0.74 | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | |
ethyl diazoacetate | dichloromethane | N Param.: 4.91 sN Param.: 0.95 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
N-(3,4-dihydronaphthalen-1-yl)acetamide | MeCN | N Param.: 4.91 sN Param.: 0.87 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
((methylsilanediyl)bis(methylene))bis(trimethylsilane) | dichloromethane | N Param.: 4.91 sN Param.: 0.64 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
1,3,5-trimethylcyclohexa-1,4-diene (in CH2Cl2) | dichloromethane | N Param.: 4.95 sN Param.: 0.79 | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y | |
N-vinylcarbazole | dichloromethane | N Param.: 5.02 sN Param.: 0.94 | Macromolecules 2002, 35, 5454-5458 10.1021/ma020306l | |
33% water/67% MeCN (v/v) | water-MeCN mix | N Param.: 5.02 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
20% water/80% MeCN (v/v) | water-MeCN mix | N Param.: 5.02 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
80% water/20% MeCN (v/v) | water-MeCN mix | N Param.: 5.04 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
90% water/10%TFE (v/v) | water-TFE mix | N Param.: 5.04 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
67% water/33% MeCN (v/v) | water-MeCN mix | N Param.: 5.05 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
50% water/50% MeCN (v/v) | water-MeCN mix | N Param.: 5.05 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
1-(trimethylsiloxy)-3,4-dihydronaphthalene (in MeCN) | MeCN | N Param.: 5.06 sN Param.: 0.91 | Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 | |
1-(tris(trimethylsilyl)siloxy)cyclohexene | dichloromethane | N Param.: 5.07 sN Param.: 0.91 | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | |
Cp2Zr(CH2Ph)2 - Dibenzylzirconocene | dichloromethane | N Param.: 5.10 sN Param.: 1.03 | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 | |
(2-methylallyl)triphenylstannane | dichloromethane | N Param.: 5.13 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
91% water/9% MeCN (v/v) | water-MeCN mix | N Param.: 5.16 sN Param.: 0.91 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
N-benzyl-N-(but-1-yn-1-yl)-4-methylbenzenesulfonamide | dichloromethane | N Param.: 5.16 sN Param.: 0.85 | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | |
(Z)-1-phenyl-1-(trimethylsiloxy)propene (in MeCN) | MeCN | N Param.: 5.18 sN Param.: 0.94 | Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 | |
10% ethanol/90% MeCN (v/v) | EtOH-MeCN mix | N Param.: 5.19 sN Param.: 0.96 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
H2O (in water) | water | N Param.: 5.20 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
HOs(CO)2Cp* | dichloromethane | N Param.: 5.20 sN Param.: 0.95 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
Dimethyl 1,1'-isopropylidenezirconocene | dichloromethane | N Param.: 5.20 sN Param.: 1.00 | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 | |
1-(trimethylsiloxy)cyclohexene | dichloromethane | N Param.: 5.21 sN Param.: 1.00 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
diphenyldiazomethane | dichloromethane | N Param.: 5.29 sN Param.: 0.92 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
potassium allyltrifluoroborate (in MeCN) | MeCN | N Param.: 5.29 sN Param.: 0.87 | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 | |
tert-butanol (in MeCN) | MeCN | N Param.: 5.35 sN Param.: 0.72 | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 | |
dimethyl((trimethylgermyl)methyl)silane | dichloromethane | N Param.: 5.36 sN Param.: 0.62 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
2-(triisopropylsiloxy)propene | dichloromethane | N Param.: 5.38 sN Param.: 0.85 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
90% water/10%EtOH (v/v) | water-EtOH mix | N Param.: 5.38 sN Param.: 0.91 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
2-phenyl-allyltrimethylsilane | dichloromethane | N Param.: 5.38 sN Param.: 0.89 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
2-(trimethylsiloxy)propene | dichloromethane | N Param.: 5.41 sN Param.: 0.91 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
4-methoxy-indole | MeCN | N Param.: 5.41 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
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 | |
N-(1-phenylvinyl)benzamide | MeCN | N Param.: 5.44 sN Param.: 1.00 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
(2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one | MeCN | N Param.: 5.44 sN Param.: 1.12 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
allyltributylstannane | dichloromethane | N Param.: 5.46 sN Param.: 0.89 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
tert-butyl isocyanide | dichloromethane | N Param.: 5.47 sN Param.: 0.77 | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | |
(Cp*)2Zr(Me)2 - Dimethyl-bis(pentamethylcyclopentadienyl)zirconium | dichloromethane | N Param.: 5.49 sN Param.: 1.06 | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 | |
triphenyl phosphite | dichloromethane | N Param.: 5.51 sN Param.: 0.76 | Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696 | |
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide | MeCN | N Param.: 5.51 sN Param.: 0.70 | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 | |
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)pinacolborate | MeCN | N Param.: 5.53 sN Param.: 1.00 | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |