Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
glutamine (anionic, in water) | water | N Param.: 13.45 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glutamate (dianionic, in water) | water | N Param.: 13.96 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
gamma-aminobutyric acid (anionic, in water) | water | N Param.: 13.55 sN Param.: 0.56 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
furan | dichloromethane | N Param.: 1.33 sN Param.: 1.29 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
formohydrazide (in MeCN) | MeCN | N Param.: 10.35 sN Param.: 0.76 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
fluorobis(phenylsulfonyl)methanide (in DMSO) | DMSO | N Param.: 17.46 sN Param.: 0.73 | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | |
fluoride (in water) | water | N Param.: 7.70 sN Param.: 0.66 | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z | |
fluoride (in MeOH) | MeOH | N Param.: 11.31 sN Param.: 0.63 | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z | |
fluoride (in 98% aq MeCN) | water-MeCN mix | N Param.: 10.88 sN Param.: 0.83 | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z | |
fluoride (in 90% aq MeCN) | water-MeCN mix | N Param.: 12.27 sN Param.: 0.59 | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z | |
fluoride (in 80% aq MeCN) | water-MeCN mix | N Param.: 11.40 sN Param.: 0.59 | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z | |
fluoride (in 80% aq EtOH) | water-EtOH mix | N Param.: 13.20 sN Param.: 0.53 | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z | |
fluoride (in 60% aq MeCN) | water-MeCN mix | N Param.: 9.75 sN Param.: 0.63 | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z | |
fluoride (in 10 % aq MeCN) | water-MeCN mix | N Param.: 8.05 sN Param.: 0.64 | J. Org. Chem. 2012, 77, 3325-3335 10.1021/jo300141z | |
ethylenediamine (in water) | water | N Param.: 13.28 sN Param.: 0.58 | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | |
ethyldimethylsilane | dichloromethane | N Param.: 3.30 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
ethylamine (in water) | water | N Param.: 12.87 sN Param.: 0.58 | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | |
ethyl-vinylether | dichloromethane | N Param.: 3.92 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
ethyl N-acetylcarbamate anion (in DMSO) | DMSO | N Param.: 15.99 sN Param.: 0.70 | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | |
ethyl glycinate (in DMSO) | DMSO | N Param.: 14.30 sN Param.: 0.67 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
ethyl diazoacetate | dichloromethane | N Param.: 4.91 sN Param.: 0.95 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
ethyl (E)-3-(N-morpholino)acrylate | dichloromethane | N Param.: 8.52 sN Param.: 0.80 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
ethyl (E)-3-(dimethylamino)acrylate | dichloromethane | N Param.: 9.43 sN Param.: 0.80 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
ethanolate (in ethanol) | EtOH | N Param.: 15.78 sN Param.: 0.65 | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 | |
ethanolate (in 91E9AN) | EtOH-MeCN mix | N Param.: 16.08 sN Param.: 0.62 | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 | |
ethanolamine (in water) | water | N Param.: 12.61 sN Param.: 0.58 | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | |
ethanolamine (in MeCN) | MeCN | N Param.: 14.11 sN Param.: 0.71 | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | |
ethanolamine (in DMSO) | DMSO | N Param.: 16.07 sN Param.: 0.61 | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b | |
ethanolamine (in 91M9AN) | MeOH-MeCN mix | N Param.: 13.23 sN Param.: 0.65 | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 | |
ethanol (in MeCN) | MeCN | N Param.: 7.13 sN Param.: 0.71 | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 | |
ethanol | EtOH | N Param.: 7.44 sN Param.: 0.90 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
DMSO (O attack) | DMSO | N Param.: 11.30 sN Param.: 0.74 | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b | |
ditert-butyl-phenylphosphane | dichloromethane | N Param.: 12.40 sN Param.: 0.55 | Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080 | |
dipropylamine (in MeCN) | MeCN | N Param.: 14.51 sN Param.: 0.80 | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | |
dipp Imd boronate | dichloromethane | N Param.: 9.55 sN Param.: 0.81 | Org. Lett. 2012, 14, 82-85 10.1021/ol202836p | |
diphenylsilane | dichloromethane | N Param.: 1.52 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
diphenyldiazomethane | dichloromethane | N Param.: 5.29 sN Param.: 0.92 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
dimethylsulfide (in MeCN) | MeCN | N Param.: 12.70 sN Param.: 0.72 | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | |
dimethylsulfide (in CH2Cl2) | dichloromethane | N Param.: 12.32 sN Param.: 0.72 | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | |
dimethylselenide (in CH2Cl2) | dichloromethane | N Param.: 12.60 sN Param.: 0.72 | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | |
dimethylamine (in water) | water | N Param.: 17.12 sN Param.: 0.50 | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | |
dimethylamine (in MeCN) | MeCN | N Param.: 17.96 sN Param.: 0.63 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
dimethyl(propoxy)silane | dichloromethane | N Param.: 2.40 sN Param.: 0.75 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
dimethyl(phenyl)silane | dichloromethane | N Param.: 3.55 sN Param.: 0.75 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
dimethyl(p-tolyl)silane | dichloromethane | N Param.: 3.83 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
dimethyl(neopentyl)silane | dichloromethane | N Param.: 3.55 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
dimethyl((trimethylstannyl)methyl)silane | dichloromethane | N Param.: 6.53 sN Param.: 0.58 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
dimethyl((trimethylgermyl)methyl)silane | dichloromethane | N Param.: 5.36 sN Param.: 0.62 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
Dimethyl bis(indenyl)zirconium(IV) | dichloromethane | N Param.: 6.89 sN Param.: 1.00 | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 | |
Dimethyl 1,1'-isopropylidenezirconocene | dichloromethane | N Param.: 5.20 sN Param.: 1.00 | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 |