Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
serine (anionic, in water) | water | N Param.: 13.16 sN Param.: 0.55 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
threonine (anionic, in water) | water | N Param.: 12.69 sN Param.: 0.60 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
asparagine (anionic, in water) | water | N Param.: 13.03 sN Param.: 0.53 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glutamine (anionic, in water) | water | N Param.: 13.45 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
arginine (betaine, in water) | water | N Param.: 12.96 sN Param.: 0.57 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
histidine (anionic, in water) | water | N Param.: 13.83 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
aspartate (dianionic, in water) | water | N Param.: 13.81 sN Param.: 0.53 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glutamate (dianionic, in water) | water | N Param.: 13.96 sN Param.: 0.54 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
cysteine (dianionic, in water, S-nucleophile!) | water | N Param.: 23.43 sN Param.: 0.42 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
methionine (anionic, in water) | water | N Param.: 13.16 sN Param.: 0.58 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
beta-alanine (anionic, in water) | water | N Param.: 13.26 sN Param.: 0.58 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
gamma-aminobutyric acid (anionic, in water) | water | N Param.: 13.55 sN Param.: 0.56 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glycylglycine (anionic, in water) | water | N Param.: 12.91 sN Param.: 0.59 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
glycylglycylglycine (anionic, in water) | water | N Param.: 12.26 sN Param.: 0.63 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
bis(4-nitrophenyl)methanide (in DMSO) | DMSO | N Param.: 19.92 sN Param.: 0.67 | ARKIVOC 2008, (x), 37-53 10.3998/ark.5550190.[...] | |
2,5-dimethylpyrrole | MeCN | N Param.: 8.01 sN Param.: 0.96 | Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 | |
1,2,5-trimethylpyrrole | MeCN | N Param.: 8.69 sN Param.: 1.07 | Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 | |
2,4-dimethylpyrrole | MeCN | N Param.: 10.67 sN Param.: 0.91 | Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 | |
3-ethyl-2,4-dimethylpyrrole | MeCN | N Param.: 11.63 sN Param.: 0.95 | Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 | |
DBU (in MeCN) | MeCN | N Param.: 15.29 sN Param.: 0.70 | Chem. Commun. 2008, , 1792-1794 10.1039/b801811a | |
DBN (in MeCN) | MeCN | N Param.: 16.28 sN Param.: 0.67 | Chem. Commun. 2008, , 1792-1794 10.1039/b801811a | |
cyanate (in MeCN) | MeCN | N Param.: 13.60 sN Param.: 0.84 | Chem. Eur. J. 2008, 14, 3866-3868 10.1002/chem.200800314 | |
anion of (4-NO2-C6H4)CH2SO2Ph (in DMSO) | DMSO | N Param.: 18.50 sN Param.: 0.75 | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h | |
anion of (4-CN-C6H4)CH2SO2Ph (in DMSO) | DMSO | N Param.: 22.60 sN Param.: 0.57 | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h | |
anion of (4-CF3-C6H4)CH2SO2Ph (in DMSO) | DMSO | N Param.: 24.30 sN Param.: 0.51 | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h | |
anion of 4-(trifluoromethyl)benzyl-CN (in DMSO) | DMSO | N Param.: 27.28 sN Param.: 0.50 | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x | |
anion of 4-cyanobenzyl-CN (in DMSO) | DMSO | N Param.: 25.11 sN Param.: 0.54 | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x | |
anion of 4-nitrobenzyl-CN (in DMSO) | DMSO | N Param.: 19.67 sN Param.: 0.68 | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x | |
anion of 2-phenyl-propionitrile (in DMSO) | DMSO | N Param.: 28.95 sN Param.: 0.58 | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x | |
anion of 2-(4-CN-C6H4)propionitrile (in DMSO) | DMSO | N Param.: 25.35 sN Param.: 0.56 | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x | |
anion of 2-(4-NO2-C6H4)propionitrile (in DMSO) | DMSO | N Param.: 19.61 sN Param.: 0.60 | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x | |
NaBH4 (in DMSO) | DMSO | N Param.: 14.74 sN Param.: 0.81 | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 | |
KBH4 (in DMSO) | DMSO | N Param.: 15.14 sN Param.: 0.77 | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 | |
Bu4NBH4 (in DMSO) | DMSO | N Param.: 14.94 sN Param.: 0.79 | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 | |
NaB(OAc)3H (in DMSO) | DMSO | N Param.: 14.45 sN Param.: 0.76 | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 | |
NaBH3(CN) (in DMSO) | DMSO | N Param.: 11.52 sN Param.: 0.67 | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 | |
Hantzsch ester | dichloromethane | N Param.: 9.00 sN Param.: 0.90 | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 | |
N-benzyl-1,4-dihydronicotineamide | dichloromethane | N Param.: 8.67 sN Param.: 0.82 | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 | |
N-benzyl-1,4-dihydronicotineamide (in 90W10AN) | water-MeCN mix | N Param.: 11.35 sN Param.: 0.66 | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 | |
N-phenyl-1,4-dihydronicotineamide | dichloromethane | N Param.: 7.53 sN Param.: 0.87 | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 | |
N-(p-tolyl)-1,4-dihydronicotineamide | dichloromethane | N Param.: 7.68 sN Param.: 0.95 | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 | |
N-(p-anisyl)-1,4-dihydronicotineamide | dichloromethane | N Param.: 8.11 sN Param.: 0.92 | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 | |
azulene | MeCN | N Param.: 6.66 sN Param.: 1.02 | Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099 | |
6,6-dimethylfulvene | MeCN | N Param.: 3.93 sN Param.: 0.88 | Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099 | |
6-(4-dimethylamino-phenyl)fulvene | MeCN | N Param.: 6.72 sN Param.: 0.87 | Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099 | |
6-(julolidin-9-yl)fulvene | MeCN | N Param.: 7.79 sN Param.: 1.06 | Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099 | |
Ph3P=CH-CO2Et | dichloromethane | N Param.: 12.79 sN Param.: 0.77 | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | |
Ph3P=CH-CO2Et (in DMSO) | DMSO | N Param.: 12.21 sN Param.: 0.62 | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | |
Ph3P=C(CH3)-CO2Et | dichloromethane | N Param.: 13.09 sN Param.: 0.73 | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | |
Ph3P=CH-CN | dichloromethane | N Param.: 12.29 sN Param.: 0.75 | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |