C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
anion of malononitrile (in 91M9AN) | MeOH-MeCN mix | N Param.: 18.21 sN Param.: 0.69 | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 | |
anion of dimethyl malonate (in 91M9AN) | MeOH-MeCN mix | N Param.: 18.24 sN Param.: 0.64 | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 | |
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 | |
1H-indole-5-carboxylic acid | MeCN | N Param.: 3.97 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
5-methoxy-2-methylindole | MeCN | N Param.: 7.26 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
2,5-dimethylindole | MeCN | N Param.: 7.22 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
2-methylindole | MeCN | N Param.: 6.91 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
5-chloro-2-methylindole | MeCN | N Param.: 6.08 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
4-methoxy-indole | MeCN | N Param.: 5.41 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
7-azaindole | MeCN | N Param.: 3.87 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
tert-butyl isocyanide | dichloromethane | N Param.: 5.47 sN Param.: 0.77 | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | |
benzyl isocyanide | dichloromethane | N Param.: 4.90 sN Param.: 0.74 | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | |
2,6-dimethylphenyl isocyanide | dichloromethane | N Param.: 4.59 sN Param.: 0.87 | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | |
p-tosylmethyl isocyanide (TosMIC) | dichloromethane | N Param.: 3.50 sN Param.: 0.76 | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | |
4-cyanophenyl isocyanide | dichloromethane | N Param.: 3.57 sN Param.: 0.72 | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | |
anion of 4-nitrobenzyl trifluoromethyl sulfone (in DMSO) | DMSO | N Param.: 14.49 sN Param.: 0.86 | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | |
anion of 4-cyanobenzyl trifluoromethyl sulfone (in DMSO) | DMSO | N Param.: 16.28 sN Param.: 0.75 | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | |
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in DMSO) | DMSO | N Param.: 17.33 sN Param.: 0.74 | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | |
anion of benzyl trifluoromethyl sulfone (in DMSO) | DMSO | N Param.: 18.67 sN Param.: 0.68 | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | |
anion of 4-methylbenzyl trifluoromethyl sulfone (in DMSO) | DMSO | N Param.: 19.35 sN Param.: 0.67 | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | |
anion of 4-nitrobenzyl trifluoromethyl sulfone (in 91M9AN) | MeOH-MeCN mix | N Param.: 18.24 sN Param.: 0.66 | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | |
anion of 4-cyanobenzyl trifluoromethyl sulfone (in 91M9AN) | MeOH-MeCN mix | N Param.: 19.49 sN Param.: 0.63 | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | |
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in 91M9AN) | MeOH-MeCN mix | N Param.: 20.72 sN Param.: 0.58 | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | |
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 | |
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 nitroethane (in DMF) | DMF | N Param.: 22.21 sN Param.: 0.48 | Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329 | |
chloro(phenylsulfonyl)methanide (in DMF) | DMF | N Param.: 26.64 sN Param.: 0.64 | Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329 | |
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 | |
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 |