C-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
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 | |
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 | |
Indole![]() ![]() |
dichloromethane | N Param.: 5.55 sN Param.: 1.09 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
N-methylindole![]() ![]() |
dichloromethane | N Param.: 5.75 sN Param.: 1.23 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
1,2-dimethylindole![]() ![]() |
dichloromethane | N Param.: 6.54 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
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 | |
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 | |
cyanide (in MeCN)![]() ![]() |
MeCN | N Param.: 16.27 sN Param.: 0.70 | Angew. Chem. Int. Ed. 2005, 44, 142-145 10.1002/anie.200461640 | |
2,4,6-trimethylstyrene![]() ![]() |
dichloromethane | N Param.: 0.68 sN Param.: 1.09 | Macromolecules 2005, 38, 33-40 10.1021/ma048389o | |
5-(tris(pentafluorophenyl)siloxy)-2,3-dihydrofuran![]() ![]() |
dichloromethane | N Param.: 8.16 sN Param.: 0.67 | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 | |
5-(triphenylsiloxy)-2,3-dihydrofuran![]() ![]() |
dichloromethane | N Param.: 11.28 sN Param.: 0.91 | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 | |
1-(triphenylsiloxy)cyclopentene![]() ![]() |
dichloromethane | N Param.: 5.76 sN Param.: 1.02 | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 | |
2,3-dihydrofuran![]() ![]() |
dichloromethane | N Param.: 4.37 sN Param.: 0.90 | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 | |
2-(tris(pentafluorophenyl)siloxy)-propene![]() ![]() |
dichloromethane | N Param.: 0.58 sN Param.: 0.91 | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |



















































