Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
furan![]() ![]() |
dichloromethane | N Param.: 1.33 sN Param.: 1.29 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
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 | |
glutamate (dianionic, in water)![]() ![]() |
water | N Param.: 13.96 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glutamine (anionic, in water)![]() ![]() |
water | N Param.: 13.45 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glutathione GSH(NH3+/S-)![]() ![]() |
water | N Param.: 20.97 sN Param.: 0.56 | Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803 | |
glycine (anionic, in water)![]() ![]() |
water | N Param.: 13.51 sN Param.: 0.58 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glycineamide (in water)![]() ![]() |
water | N Param.: 12.29 sN Param.: 0.58 | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | |
glycinenitrile (in water)![]() ![]() |
water | N Param.: 10.80 sN Param.: 0.61 | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | |
glycylglycine (anionic, in water)![]() ![]() |
water | N Param.: 12.91 sN Param.: 0.59 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glycylglycylglycine (anionic, in water)![]() ![]() |
water | N Param.: 12.26 sN Param.: 0.63 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
guanine anion (in water)![]() ![]() |
water | N Param.: 11.63 sN Param.: 0.59 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
guanosine anion (in water)![]() ![]() |
water | N Param.: 12.09 sN Param.: 0.52 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
H2O (in water)![]() ![]() |
water | N Param.: 5.20 sN Param.: 0.89 | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z | |
Hantzsch ester![]() ![]() |
dichloromethane | N Param.: 9.00 sN Param.: 0.90 | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 | |
HBTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.45 sN Param.: 0.72 | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x | |
HCr(CO)3Cp*![]() |
dichloromethane | N Param.: 1.60 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
hexylsilane![]() ![]() |
dichloromethane | N Param.: 0.19 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
HFe(CO)2Cp*![]() |
dichloromethane | N Param.: 8.20 sN Param.: 0.69 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
histidine (anionic, in water)![]() ![]() |
water | N Param.: 13.83 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
HMn(CO)5![]() |
dichloromethane | N Param.: 1.50 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
HMo(CO)3Cp*![]() |
dichloromethane | N Param.: 4.30 sN Param.: 0.77 | 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 | |
HOO- (in water)![]() ![]() |
water | N Param.: 15.40 sN Param.: 0.55 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
HOs(CO)2Cp*![]() |
dichloromethane | N Param.: 5.20 sN Param.: 0.95 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
HRe(CO)5![]() |
dichloromethane | N Param.: 3.50 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
HRu(CO)2Cp*![]() |
dichloromethane | N Param.: 8.00 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
HW(CO)3(C5H4CO2Me)![]() |
dichloromethane | N Param.: -0.90 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
HW(CO)3(C5H4Me)![]() |
dichloromethane | N Param.: 2.40 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
HW(CO)3(indenyl)![]() |
dichloromethane | N Param.: 3.50 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
HW(CO)3Cp![]() |
dichloromethane | N Param.: 1.70 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
HW(CO)3Cp*![]() |
dichloromethane | N Param.: 3.50 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
HW(NO)2Cp![]() |
dichloromethane | N Param.: 4.70 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
hydantoin anion (in DMSO)![]() ![]() |
DMSO | N Param.: 17.52 sN Param.: 0.55 | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | |
hydrazine (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 13.47 sN Param.: 0.70 | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 | |
hydrazine (in MeCN)![]() ![]() |
MeCN | N Param.: 16.45 sN Param.: 0.56 | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 | |
hydrazine (in water)![]() ![]() |
water | N Param.: 13.46 sN Param.: 0.57 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
hydroxylamine (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 12.23 sN Param.: 0.66 | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 | |
hydroxylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 12.80 sN Param.: 0.63 | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | |
hydroxylamine (in water)![]() ![]() |
water | N Param.: 11.41 sN Param.: 0.55 | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
HyperBTM (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 14.96 sN Param.: 0.64 | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x | |
hypobromite (in water)![]() ![]() |
water | N Param.: 16.69 sN Param.: 0.46 | Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] | |
hypochlorite (in water)![]() ![]() |
water | N Param.: 14.50 sN Param.: 0.58 | Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] | |
imidazole (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 10.41 sN Param.: 0.70 | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 | |
imidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 11.58 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
imidazole (in MeCN)![]() ![]() |
MeCN | N Param.: 11.47 sN Param.: 0.79 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
imidazole (in water)![]() ![]() |
water | N Param.: 9.63 sN Param.: 0.57 | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b | |
imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 21.09 sN Param.: 0.51 | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 | |
Indole![]() ![]() |
dichloromethane | N Param.: 5.55 sN Param.: 1.09 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
isobutylenyl-ethylether![]() ![]() |
dichloromethane | N Param.: 4.23 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
isopropanol (in aq. sulfuric acid)![]() ![]() |
water | N Param.: -2.60 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |





































