Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
(S)-diphenyl(pyrrolidin-2-yl)methanol![]() ![]() |
MeCN | N Param.: 16.18 sN Param.: 0.56 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-2-(azidodiphenylmethyl)pyrrolidine![]() ![]() |
MeCN | N Param.: 9.90 sN Param.: 1.22 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
2-(triphenylsilyl)pyrrolidine![]() ![]() |
MeCN | N Param.: 14.00 sN Param.: 0.84 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one![]() ![]() |
MeCN | N Param.: 6.04 sN Param.: 0.92 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(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 |
(2S,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one![]() ![]() |
MeCN | N Param.: 8.76 sN Param.: 0.89 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(2R,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one![]() ![]() |
MeCN | N Param.: 7.39 sN Param.: 1.00 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in MeCN)![]() ![]() |
MeCN | N Param.: 16.15 sN Param.: 0.99 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
anion of 4-cyanobenzyl trifluoromethyl sulfone (in MeCN)![]() ![]() |
MeCN | N Param.: 15.62 sN Param.: 0.99 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
anion of 4-nitrobenzyl-CN (in MeCN)![]() ![]() |
MeCN | N Param.: 20.10 sN Param.: 0.71 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
anion of (4-NO2-C6H4)CH2SO2Ph (in MeCN)![]() ![]() |
MeCN | N Param.: 19.90 sN Param.: 0.66 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
benzoate (inMeCN)![]() ![]() |
MeCN | N Param.: 16.45 sN Param.: 0.72 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 5221-5233 10.1021/jacs.9b12998 |
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 11.00 sN Param.: 0.57 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2022, 144, 16118-16130 10.1021/jacs.2c06493 |
methyl diazoacetate![]() ![]() |
dichloromethane | N Param.: 4.68 sN Param.: 0.94 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2023, 145, 7416-7434 10.1021/jacs.2c13872 |
dimethyl diazomalonate![]() ![]() |
dichloromethane | N Param.: -1.24 sN Param.: 0.81 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2023, 145, 7416-7434 10.1021/jacs.2c13872 |
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 |
((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 19.63 sN Param.: 0.65 | ![]() ![]() ![]() | 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 |
((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 17.28 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 |
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 |
Indole![]() ![]() |
dichloromethane | N Param.: 5.55 sN Param.: 1.09 | ![]() ![]() ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
N-methylindole![]() ![]() |
dichloromethane | N Param.: 5.75 sN Param.: 1.23 | ![]() ![]() ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
1,2-dimethylindole![]() ![]() |
dichloromethane | N Param.: 6.54 sN Param.: 1.10 | ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
2-(bis(trimethylsiloxy)amino)propene![]() ![]() |
dichloromethane | N Param.: 4.76 sN Param.: 0.86 | ![]() ![]() ![]() | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 |
(bis(trimethylsiloxy)amino)styrene![]() ![]() |
dichloromethane | N Param.: 4.80 sN Param.: 0.86 | ![]() | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 |
2-(bis(tert-butyldimethylsiloxy)amino)propene![]() ![]() |
dichloromethane | N Param.: 4.23 sN Param.: 0.93 | ![]() ![]() ![]() | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 |
4-(bis(trimethylsiloxy)amino)pent-4-enoic acid methyl ester![]() ![]() |
dichloromethane | N Param.: 3.84 sN Param.: 0.87 | ![]() ![]() ![]() | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 |
anion of nitroethane (in DMSO)![]() ![]() |
DMSO | N Param.: 21.54 sN Param.: 0.62 | ![]() ![]() ![]() | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 |
anion of nitroethane (in water)![]() ![]() |
water | N Param.: 11.25 sN Param.: 0.52 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of nitromethane (in water)![]() ![]() |
water | N Param.: 12.06 sN Param.: 0.53 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of nitromethane (in DMSO)![]() ![]() |
DMSO | N Param.: 20.71 sN Param.: 0.60 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of 2-nitropropane (in DMSO)![]() ![]() |
DMSO | N Param.: 20.61 sN Param.: 0.69 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of 2-nitropropane (in water)![]() ![]() |
water | N Param.: 10.69 sN Param.: 0.56 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of phenylnitromethane (in H2O)![]() ![]() |
water | N Param.: 12.05 sN Param.: 0.53 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of phenylnitromethane (in DMSO)![]() ![]() |
DMSO | N Param.: 18.29 sN Param.: 0.71 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of p-tolylnitromethane (in water)![]() ![]() |
water | N Param.: 13.09 sN Param.: 0.50 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of p-tolylnitromethane (in DMSO)![]() ![]() |
DMSO | N Param.: 18.31 sN Param.: 0.76 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (4-nitrophenyl)nitromethane (in water)![]() ![]() |
water | N Param.: 13.58 sN Param.: 0.52 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (4-nitrophenyl)nitromethane (in DMSO)![]() ![]() |
DMSO | N Param.: 16.29 sN Param.: 0.75 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (3-nitrophenyl)nitromethane (in water)![]() ![]() |
water | N Param.: 14.25 sN Param.: 0.46 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (3-nitrophenyl)nitromethane (in DMSO)![]() ![]() |
DMSO | N Param.: 18.06 sN Param.: 0.71 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (4-cyanophenyl)nitromethane (in water)![]() ![]() |
water | N Param.: 13.23 sN Param.: 0.52 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (4-cyanophenyl)nitromethane (in DMSO)![]() ![]() |
DMSO | N Param.: 16.96 sN Param.: 0.73 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
5-methoxy-indole![]() ![]() |
dichloromethane | N Param.: 6.22 sN Param.: 1.12 | ![]() ![]() ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
5-amino-indole![]() ![]() |
MeCN | N Param.: 7.22 sN Param.: 1.10 | ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
5-hydroxy-indole![]() ![]() |
MeCN | N Param.: 6.44 sN Param.: 1.10 | ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
5-methyl-indole![]() ![]() |
MeCN | N Param.: 6.00 sN Param.: 1.10 | ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
5-chloro-indole![]() ![]() |
MeCN | N Param.: 4.42 sN Param.: 1.10 | ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
5-bromo-indole![]() ![]() |
MeCN | N Param.: 4.38 sN Param.: 1.10 | ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
5-cyano-indole![]() ![]() |
MeCN | N Param.: 2.83 sN Param.: 1.10 | ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |