C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
anion of nitromethane (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 14.02 sN Param.: 0.61 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of nitroethane (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 13.41 sN Param.: 0.67 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of 2-nitropropane (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 12.20 sN Param.: 0.71 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of phenylnitromethane (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 12.51 sN Param.: 0.67 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of p-tolylnitromethane (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 13.58 sN Param.: 0.64 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of (4-nitrophenyl)nitromethane (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 14.05 sN Param.: 0.72 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of (3-nitrophenyl)nitromethane (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 14.75 sN Param.: 0.71 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of (4-cyanophenyl)nitromethane (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 13.92 sN Param.: 0.74 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
anion of ethyl cyanoacetate (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 18.59 sN Param.: 0.65 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
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 |
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 |
cyanide (in MeCN)![]() ![]() |
MeCN | N Param.: 16.27 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2005, 44, 142-145 10.1002/anie.200461640 |
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 |
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 |
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 |
(cyclohexen-1-yl)prolinate (in MeCN)![]() ![]() |
MeCN | N Param.: 18.86 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 |
1-(N-pyrrolidino)cyclohexene (in MeCN)![]() ![]() |
MeCN | N Param.: 16.42 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 |
methyl (cyclohexen-1-yl)prolinate (in MeCN)![]() ![]() |
MeCN | N Param.: 14.96 sN Param.: 0.68 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 |
1-(N-piperidino)cyclohexene (in MeCN)![]() ![]() |
MeCN | N Param.: 14.02 sN Param.: 0.76 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
5-(trimethylsiloxy)-2,3-dihydrofuran (in MeCN)![]() ![]() |
MeCN | N Param.: 12.34 sN Param.: 0.72 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran (in MeCN)![]() ![]() |
MeCN | N Param.: 10.52 sN Param.: 0.78 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
1-methoxy-2-methyl-1-(trimethylsiloxy)propene (in MeCN)![]() ![]() |
MeCN | N Param.: 9.11 sN Param.: 0.88 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
(5-methyl-furan-2-yl) pinacol boronate![]() ![]() |
MeCN | N Param.: 2.90 sN Param.: 0.98 | ![]() ![]() ![]() | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a |
(5-methyl-furan-2-yl) MDA boronate![]() ![]() |
MeCN | N Param.: 6.38 sN Param.: 0.86 | ![]() ![]() ![]() | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a |
(5-methyl-furan-2-yl) MIDA boronate![]() ![]() |
MeCN | N Param.: 1.84 sN Param.: 1.26 | ![]() ![]() | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a |
(5-methyl-furan-2-yl) trifluoroborate![]() ![]() |
MeCN | N Param.: 7.66 sN Param.: 1.04 | ![]() ![]() ![]() | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a |
tetrakis(5-methyl-furan-2-yl)borate![]() ![]() |
MeCN | N Param.: 9.09 sN Param.: 1.12 | ![]() ![]() ![]() | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a |
(5-methyl-furan-2-yl)(1,1,1-tris(methoxy)ethane)borate![]() ![]() |
MeCN | N Param.: 12.55 sN Param.: 0.92 | ![]() ![]() ![]() | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a |
N-(1-phenylvinyl)acetamide![]() ![]() |
MeCN | N Param.: 5.73 sN Param.: 0.97 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |