N-Nucleophiles
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| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
2-tritylpyrrolidine  |
MeCN | N Param.: 9.16 sN Param.: 1.39 |  | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-2-(diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine |
MeCN | N Param.: 12.03 sN Param.: 0.98 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(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 |
TCAP (in MeCN) |
MeCN | N Param.: 15.60 sN Param.: 0.68 | | Chem. Eur. J. 2013, 19, 6435-6442 10.1002/chem.201204452 |
4-pyrrolidinopyridine (in MeCN) |
MeCN | N Param.: 14.99 sN Param.: 0.69 | | Chem. Eur. J. 2013, 19, 6435-6442 10.1002/chem.201204452 |
(S)-3,3-difluoro-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine (in CH2Cl2) |
dichloromethane | N Param.: 10.83 sN Param.: 0.80 | | ARKIVOC 2024, (4), 202312093 10.24820/ark.5550190[...] |
pyridine (in MeCN) |
MeCN | N Param.: 13.60 sN Param.: 0.60 | | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2-methylpyridine (in CH2Cl2) |
dichloromethane | N Param.: 10.52 sN Param.: 0.78 | | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2-methylpyridine (in MeCN) |
MeCN | N Param.: 10.98 sN Param.: 0.66 | | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,6-dimethylpyridine (in CH2Cl2) |
dichloromethane | N Param.: 9.87 sN Param.: 0.68 | | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,6-dimethylpyridine (in MeCN) |
MeCN | N Param.: 9.11 sN Param.: 0.69 | | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,4,6-trimethylpyridine (in CH2Cl2) |
dichloromethane | N Param.: 9.34 sN Param.: 0.71 | | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,4,6-trimethylpyridine (in MeCN) |
MeCN | N Param.: 9.39 sN Param.: 0.60 | | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
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 |
pyridin-4-yl((4-(trifluoromethyl)phenyl)sulfonyl)amide (Ph4P+) (in MeCN) |
MeCN | N Param.: 19.51 sN Param.: 0.47 | | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
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 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4P+) (in MeCN) |
MeCN | N Param.: 16.48 sN Param.: 0.60 | | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4N+) (in MeCN) |
MeCN | N Param.: 16.68 sN Param.: 0.59 | | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
IU3 |
dichloromethane | N Param.: 13.31 sN Param.: 0.69 | | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 |
IU5 |
dichloromethane | N Param.: 13.01 sN Param.: 0.73 | | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 |
ITeU2 |
dichloromethane | N Param.: 14.62 sN Param.: 0.66 | | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 |
ISeU3 |
dichloromethane | N Param.: 15.16 sN Param.: 0.66 | | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 |
ISeU1 |
dichloromethane | N Param.: 15.26 sN Param.: 0.60 | | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 |
ISeU2 |
dichloromethane | N Param.: 14.27 sN Param.: 0.63 | | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 |
ISeU4 |
dichloromethane | N Param.: 14.42 sN Param.: 0.67 | | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 |
ISeU5 (in DCM) |
dichloromethane | N Param.: 16.11 sN Param.: 0.58 | | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 |
ISeU5 (in MeCN) |
MeCN | N Param.: 15.84 sN Param.: 0.57 | | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 |
ISeU5 (in THF) |
THF | N Param.: 14.19 sN Param.: 0.77 | | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 |
ITeU3 |
dichloromethane | N Param.: 16.63 sN Param.: 0.65 | | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 |
ITU1 |
dichloromethane | N Param.: 13.86 sN Param.: 0.68 | | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 |
ITU2 |
dichloromethane | N Param.: 13.06 sN Param.: 0.73 | | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 |