Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)catecholglycolborate![]() ![]() |
MeCN | N Param.: 6.50 sN Param.: 0.77 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-(dimethylamino)phenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 8.02 sN Param.: 0.89 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
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 |
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)neopentylglycolborate![]() ![]() |
MeCN | N Param.: 10.13 sN Param.: 0.91 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)glycolborate![]() ![]() |
MeCN | N Param.: 11.23 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylfuran-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 8.13 sN Param.: 0.85 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
leucine (anionic, in water)![]() ![]() |
water | N Param.: 14.01 sN Param.: 0.52 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
KBH4 (in DMSO)![]() ![]() |
DMSO | N Param.: 15.14 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
isopropylamine (in water)![]() ![]() |
water | N Param.: 12.00 sN Param.: 0.56 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
isopropylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.77 sN Param.: 0.70 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
isopropanolate (in propan-2-ol)![]() ![]() |
iPrOH | N Param.: 17.03 sN Param.: 0.63 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
isopropanolate (in 91iPr9AN)![]() ![]() |
iPrOH-MeCN mix | N Param.: 17.71 sN Param.: 0.58 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
isopropanol (in MeCN)![]() ![]() |
MeCN | N Param.: 6.82 sN Param.: 0.70 | ![]() ![]() ![]() | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
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 |
isobutylenyl-ethylether![]() ![]() |
dichloromethane | N Param.: 4.23 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
Indole![]() ![]() |
dichloromethane | N Param.: 5.55 sN Param.: 1.09 | ![]() ![]() ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
imidazole anion (in DMSO)![]() ![]() |
DMSO | N Param.: 21.09 sN Param.: 0.51 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
imidazole (in water)![]() ![]() |
water | N Param.: 9.63 sN Param.: 0.57 | ![]() ![]() ![]() | 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 DMSO)![]() ![]() |
DMSO | N Param.: 11.58 sN Param.: 0.79 | ![]() ![]() ![]() | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
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 |
hypochlorite (in water)![]() ![]() |
water | N Param.: 14.50 sN Param.: 0.58 | ![]() ![]() ![]() | Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] |
hypobromite (in water)![]() ![]() |
water | N Param.: 16.69 sN Param.: 0.46 | ![]() ![]() ![]() | Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] |
hydroxylamine (in water)![]() ![]() |
water | N Param.: 11.41 sN Param.: 0.55 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
hydroxylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 12.80 sN Param.: 0.63 | ![]() ![]() ![]() | 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 |
hydrazine (in water)![]() ![]() |
water | N Param.: 13.46 sN Param.: 0.57 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
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 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 13.47 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
hydantoin anion (in DMSO)![]() ![]() |
DMSO | N Param.: 17.52 sN Param.: 0.55 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
HW(NO)2Cp![]() |
dichloromethane | N Param.: 4.70 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(CO)3Cp![]() |
dichloromethane | N Param.: 1.70 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)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(C5H4CO2Me)![]() |
dichloromethane | N Param.: -0.90 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 |
HRe(CO)5![]() |
dichloromethane | N Param.: 3.50 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
HOs(CO)2Cp*![]() |
dichloromethane | N Param.: 5.20 sN Param.: 0.95 | ![]() | 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 |
HMo(Cp)(CO)3![]() |
dichloromethane | N Param.: 4.88 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 |
HMn(CO)5![]() |
dichloromethane | N Param.: 1.50 sN Param.: 0.80 | ![]() | 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 |
HFe(CO)2Cp*![]() |
dichloromethane | N Param.: 8.20 sN Param.: 0.69 | ![]() | 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 |
HCr(CO)3Cp*![]() |
dichloromethane | N Param.: 1.60 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
Hantzsch ester![]() ![]() |
dichloromethane | N Param.: 9.00 sN Param.: 0.90 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
H2O (in water)![]() ![]() |
water | N Param.: 5.20 sN Param.: 0.89 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
guanosine anion (in water)![]() ![]() |
water | N Param.: 12.09 sN Param.: 0.52 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |