Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 17.88 sN Param.: 0.73 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 16.38 sN Param.: 0.60 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 |
pyridin-4-yl(tosyl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 17.19 sN Param.: 0.64 | ![]() ![]() ![]() | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
pyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 12.90 sN Param.: 0.67 | ![]() | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 |
pyridine (in H2O)![]() ![]() |
water | N Param.: 11.05 sN Param.: 0.73 | ![]() ![]() ![]() | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 |
pyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.60 sN Param.: 0.60 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
pyrrole![]() ![]() |
dichloromethane | N Param.: 4.63 sN Param.: 1.00 | ![]() | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
pyrrolidin-1-yl dithiocarbamate (in MeCN)![]() ![]() |
MeCN | N Param.: 22.40 sN Param.: 0.63 | ![]() ![]() ![]() | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j |
pyrrolidine (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 15.97 sN Param.: 0.63 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
pyrrolidine (in water)![]() ![]() |
water | N Param.: 17.21 sN Param.: 0.49 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
pyrrolidine (inMeCN)![]() ![]() |
MeCN | N Param.: 18.58 sN Param.: 0.61 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
quinidine![]() ![]() |
dichloromethane | N Param.: 10.54 sN Param.: 0.74 | ![]() ![]() ![]() | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w |
quinine![]() ![]() |
dichloromethane | N Param.: 10.46 sN Param.: 0.75 | ![]() ![]() ![]() | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w |
quinuclidine (in MeCN)![]() ![]() |
MeCN | N Param.: 20.54 sN Param.: 0.60 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 6176-6179 10.1002/anie.200701489 |
saccharin anion (in MeCN)![]() ![]() |
MeCN | N Param.: 10.78 sN Param.: 0.89 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
semicarbazide (in water)![]() ![]() |
water | N Param.: 11.05 sN Param.: 0.52 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
serine (anionic, in water)![]() ![]() |
water | N Param.: 13.16 sN Param.: 0.55 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
SO3(2-) (in water)![]() ![]() |
water | N Param.: 16.83 sN Param.: 0.56 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
sodium indenide (in DMSO)![]() ![]() |
DMSO | N Param.: 23.74 sN Param.: 0.71 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
styrene![]() ![]() |
dichloromethane | N Param.: 0.78 sN Param.: 0.95 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
succinimide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 16.03 sN Param.: 0.66 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
t-butylperoxy anion (in H2O)![]() ![]() |
water | N Param.: 14.29 sN Param.: 0.51 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 |
TCAP (in MeCN)![]() ![]() |
MeCN | N Param.: 15.60 sN Param.: 0.68 | ![]() ![]() ![]() | Chem. Eur. J. 2013, 19, 6435-6442 10.1002/chem.201204452 |
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 |
tert-butyl hydrazinecarboxylate (in MeCN)![]() ![]() |
MeCN | N Param.: 11.40 sN Param.: 0.70 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
tert-butyl indole-1-carboxylate![]() ![]() |
MeCN | N Param.: 1.68 sN Param.: 1.26 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
tert-butyl isocyanide![]() ![]() |
dichloromethane | N Param.: 5.47 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
tert-butylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 12.35 sN Param.: 0.72 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
tert-butylamine (in water)![]() ![]() |
water | N Param.: 10.48 sN Param.: 0.65 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
tetra-sec.butylstannane (in 1,2-DCE)![]() ![]() |
1,2-dichloroethane | N Param.: -1.10 sN Param.: 1.15 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetrabutylstannane![]() ![]() |
dichloromethane | N Param.: -0.30 sN Param.: 1.07 | ![]() ![]() ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetraethylgermane (in MeCN)![]() ![]() |
MeCN | N Param.: -4.70 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetraethylplumbane (in MeCN)![]() ![]() |
MeCN | N Param.: 0.10 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetraethylsilane![]() ![]() |
MeCN | N Param.: -6.50 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetraethylstannane (in 1,2-DCE)![]() ![]() |
1,2-dichloroethane | N Param.: -1.90 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetraethylstannane (in MeCN)![]() ![]() |
MeCN | N Param.: -2.40 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetrahydroborate ion (in water)![]() ![]() |
water | N Param.: 12.10 sN Param.: 0.79 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetrahydrofuran (in dichloromethane)![]() ![]() |
dichloromethane | N Param.: -3.50 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetrahydrothiophene (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.10 sN Param.: 0.72 | ![]() | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 |
tetrahydrothiophene (in MeCN)![]() ![]() |
MeCN | N Param.: 13.30 sN Param.: 0.72 | ![]() | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 |
tetrahydrothiopyran (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 11.94 sN Param.: 0.75 | ![]() ![]() | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 |
tetraisobutylstannane![]() ![]() |
dichloromethane | N Param.: 1.35 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetrakis(5-methyl-furan-2-yl)borate![]() ![]() |
MeCN | N Param.: 9.09 sN Param.: 1.12 | ![]() ![]() ![]() | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a |
tetramethylethylene![]() ![]() |
dichloromethane | N Param.: -1.00 sN Param.: 1.40 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
tetrapropylstannane (in 1,2-DCE)![]() ![]() |
1,2-dichloroethane | N Param.: -0.50 sN Param.: 1.13 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
theophylline anion (in DMSO)![]() ![]() |
DMSO | N Param.: 14.78 sN Param.: 0.71 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
theophylline anion (in water)![]() ![]() |
water | N Param.: 10.06 sN Param.: 0.71 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
thioacetate (in MeCN)![]() ![]() |
MeCN | N Param.: 21.20 sN Param.: 0.63 | ![]() ![]() ![]() | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j |
thiocyanate (in MeCN)![]() ![]() |
MeCN | N Param.: 17.94 sN Param.: 0.60 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 14126-14132 10.1021/ja037317u |
thiocyanate (in MeCN)![]() ![]() |
MeCN | N Param.: 12.13 sN Param.: 0.60 | ![]() | J. Am. Chem. Soc. 2003, 125, 14126-14132 10.1021/ja037317u |