C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
(allyl)dicarbonyl(cyclopentadienyl)iron(II)![]() ![]() |
dichloromethane | N Param.: 6.78 sN Param.: 0.95 | ![]() ![]() ![]() | Helv. Chim. Acta 2005, 88, 1754-1768 10.1002/hlca.200590137 |
(2-methylallyl)dicarbonyl(cyclopentadienyl)iron(II)![]() ![]() |
dichloromethane | N Param.: 8.45 sN Param.: 0.83 | ![]() ![]() ![]() | Helv. Chim. Acta 2005, 88, 1754-1768 10.1002/hlca.200590137 |
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 |
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 |
anisole![]() ![]() |
dichloromethane | N Param.: -1.18 sN Param.: 1.20 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
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 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 |