N-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
((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 |
((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 |
(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 |
(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 |
(F)2-HBTM (in CH2Cl2)  |
dichloromethane | N Param.: 10.83 sN Param.: 0.80 |
|
ARKIVOC 2024, (4), 202312093 10.24820/ark.5550190[...] |
(R)-2-(tert-butyl)-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine  |
dichloromethane | N Param.: 12.95 sN Param.: 0.58 |
|
J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
(R)-2-benzhydryl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine  |
dichloromethane | N Param.: 15.30 sN Param.: 0.55 |
|
J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
(R)-2-isopropyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine  |
dichloromethane | N Param.: 16.50 sN Param.: 0.48 |
|
J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
(R)-2-isopropylpyrrolidine  |
MeCN | N Param.: 16.44 sN Param.: 0.71 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea  |
MeCN | N Param.: 14.97 sN Param.: 0.69 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)urea  |
MeCN | N Param.: 17.50 sN Param.: 0.64 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-1-(pyrrolidin-2-ylmethyl)-1H-imidazole  |
MeCN | N Param.: 15.55 sN Param.: 0.69 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-1-(pyrrolidin-2-ylmethyl)pyrrolidine  |
MeCN | N Param.: 18.33 sN Param.: 0.64 |
|
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 |
(S)-2-(azidomethyl)pyrrolidine  |
MeCN | N Param.: 15.43 sN Param.: 0.73 |
|
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)-2-(methoxymethyl)pyrrolidine  |
MeCN | N Param.: 16.50 sN Param.: 0.71 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-2-(pyrrolidin-2-ylmethyl)isoindoline-1,3-dione  |
MeCN | N Param.: 15.90 sN Param.: 0.77 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-2-benzhydrylpyrrolidine  |
MeCN | N Param.: 16.61 sN Param.: 0.67 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-3-butyl-1-(pyrrolidin-2-ylmethyl)-1H-imidazol-3-ium trifluoromethanesulfonate  |
MeCN | N Param.: 13.57 sN Param.: 0.53 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-4-benzyl-1,3-oxazolidin-2-one anion (in DMSO)  |
DMSO | N Param.: 22.67 sN Param.: 0.54 |
|
J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
(S)-4-phenyl-1-(pyrrolidin-2-ylmethyl)-1H-1,2,3-triazole  |
MeCN | N Param.: 15.32 sN Param.: 0.72 |
|
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 |
(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)-N,N-dimethyl-1-(pyrrolidin-2-yl)methanamine  |
MeCN | N Param.: 17.41 sN Param.: 0.68 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-N,N-dimethylpyrrolidine-2-carboxamide  |
MeCN | N Param.: 17.61 sN Param.: 0.67 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-N-propylpyrrolidine-2-carboxamide  |
MeCN | N Param.: 15.20 sN Param.: 0.73 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-pyrrolidin-2-ylmethanamine  |
MeCN | N Param.: 17.24 sN Param.: 0.67 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
(S)-pyrrolidin-2-ylmethanol  |
MeCN | N Param.: 16.74 sN Param.: 0.67 |
|
J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
1,1,3,3-tetramethylguanidine  |
dichloromethane | N Param.: 13.58 sN Param.: 0.77 |
|
ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)  |
dichloromethane | N Param.: 19.31 sN Param.: 0.46 |
|
Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 |
1,1-dimethylhydrazine (in MeCN)  |
MeCN | N Param.: 11.72 sN Param.: 0.73 |
|
Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 |
1,1-dimethylhydrazine (in MeCN)  |
MeCN | N Param.: 22.41 sN Param.: 0.45 |
|
Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 |
1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyrimidine (TBN)  |
dichloromethane | N Param.: 16.15 sN Param.: 0.73 |
|
ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
1,2-dimethylhydrazine (in MeCN)  |
MeCN | N Param.: 16.15 sN Param.: 0.68 |
|
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
1,3-diaminopropane (in water)  |
water | N Param.: 14.02 sN Param.: 0.54 |
|
J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
1,3-dimethylimidazolidin-2-imine  |
dichloromethane | N Param.: 12.46 sN Param.: 0.87 |
|
ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
1,3-oxazolidin-2-one anion (in DMSO)  |
DMSO | N Param.: 22.40 sN Param.: 0.59 |
|
J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
1-(2-methyl-4,5-dihydro-1H-imidazol-1-yl)ethanone (in CH2Cl2)  |
dichloromethane | N Param.: 10.03 sN Param.: 0.75 |
|
Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
1-(trimethylsilyl)-imidazole (in MeCN)  |
MeCN | N Param.: 11.43 sN Param.: 0.79 |
|
Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
1-aminopropan-2-ol (in DMSO)  |
DMSO | N Param.: 15.47 sN Param.: 0.65 |
|
J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
1-benzyl-2-phenyl-4,5-dihydro-1H-imidazole (in CH2Cl2)  |
dichloromethane | N Param.: 13.11 sN Param.: 0.83 |
|
Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
1-methyl uracil anion (in DMSO)  |
DMSO | N Param.: 16.36 sN Param.: 0.69 |
|
Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
1-methyl uracil anion (in water)  |
water | N Param.: 8.54 sN Param.: 0.77 |
|
Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411 |
1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine (MeTBD)  |
dichloromethane | N Param.: 14.43 sN Param.: 0.81 |
|
ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
1-methyl-2-phenylpyrrolidine (in CH2Cl2)  |
dichloromethane | N Param.: 16.80 sN Param.: 0.49 |
|
J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 |
1-methyl-2-phenylpyrrolidine (in MeCN)  |
MeCN | N Param.: 15.70 sN Param.: 0.54 |
|
J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 |
1-methyl-benzimidazole (in MeCN)  |
MeCN | N Param.: 10.37 sN Param.: 0.82 |
|
Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
1-methyl-benzotriazole (in MeCN)  |
MeCN | N Param.: 7.77 sN Param.: 0.76 |
|
Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |