C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in MeCN)![]() ![]() |
MeCN | N Param.: 16.15 sN Param.: 0.99 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
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 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-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-cyanobenzyl trifluoromethyl sulfone (in MeCN)![]() ![]() |
MeCN | N Param.: 15.62 sN Param.: 0.99 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
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-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-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-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 4-nitrobenzyl-CN (in MeCN)![]() ![]() |
MeCN | N Param.: 20.10 sN Param.: 0.71 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
anion of 5-(p-anisyl) Meldrum's acid (in DMSO)![]() ![]() |
DMSO | N Param.: 12.35 sN Param.: 0.90 | ![]() ![]() | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of 5-phenyl Meldrum's acid (in DMSO)![]() ![]() |
DMSO | N Param.: 11.54 sN Param.: 0.95 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of acetylacetone (in DMSO)![]() ![]() |
DMSO | N Param.: 17.64 sN Param.: 0.73 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of acetylacetone (in water)![]() ![]() |
water | N Param.: 13.73 sN Param.: 0.64 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
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 diethyl 2-(4-nitrophenyl)malonate (in DMSO)![]() ![]() |
DMSO | N Param.: 14.94 sN Param.: 0.96 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(acetyl)malonate (in DMSO)![]() ![]() |
DMSO | N Param.: 13.83 sN Param.: 0.84 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(benzoyl)malonate (in DMSO)![]() ![]() |
DMSO | N Param.: 13.63 sN Param.: 0.80 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(isopropyl)malonate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.74 sN Param.: 0.71 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(p-anisyl)malonate (in DMSO)![]() ![]() |
DMSO | N Param.: 16.73 sN Param.: 0.91 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-butylmalonate (in DMSO)![]() ![]() |
DMSO | N Param.: 23.00 sN Param.: 0.55 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-cyclohexylmalonate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.23 sN Param.: 0.67 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-phenylmalonate (in DMSO)![]() ![]() |
DMSO | N Param.: 15.93 sN Param.: 0.99 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl malonate (in DMSO)![]() ![]() |
DMSO | N Param.: 20.22 sN Param.: 0.65 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of diethyl malonate (in water)![]() ![]() |
water | N Param.: 16.15 sN Param.: 0.66 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of diethyl methylmalonate (in DMSO)![]() ![]() |
DMSO | N Param.: 21.13 sN Param.: 0.68 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of diethyl methylmalonate (in water)![]() ![]() |
water | N Param.: 17.68 sN Param.: 0.50 | ![]() | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of dimedone (in DMSO)![]() ![]() |
DMSO | N Param.: 16.27 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of dimedone (in water)![]() ![]() |
water | N Param.: 11.77 sN Param.: 0.63 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
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 ethyl 2-cyano-2-phenylacetate (in DMSO)![]() ![]() |
DMSO | N Param.: 15.85 sN Param.: 1.04 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 |
anion of ethyl 2-nitroacetate (in DMSO)![]() ![]() |
DMSO | N Param.: 15.24 sN Param.: 0.74 | ![]() ![]() ![]() | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of ethyl 3-oxo-3-phenylpropanoate (in DMSO)![]() ![]() |
DMSO | N Param.: 17.52 sN Param.: 0.74 | ![]() ![]() ![]() | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
anion of ethyl acetylacetate (in DMSO)![]() ![]() |
DMSO | N Param.: 18.82 sN Param.: 0.69 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of ethyl acetylacetate (in water)![]() ![]() |
water | N Param.: 15.99 sN Param.: 0.62 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
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 ethyl cyanoacetate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.62 sN Param.: 0.67 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of ethyl cyanoacetate (in water)![]() ![]() |
water | N Param.: 15.57 sN Param.: 0.58 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
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 malononitrile (in DMSO)![]() ![]() |
DMSO | N Param.: 19.36 sN Param.: 0.67 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of malononitrile (in water)![]() ![]() |
water | N Param.: 19.50 sN Param.: 0.55 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of Meldrum's acid (in water)![]() ![]() |
water | N Param.: 12.06 sN Param.: 0.66 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of Meldrums acid (in DMSO)![]() ![]() |
DMSO | N Param.: 13.91 sN Param.: 0.86 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of N,N-diethyl-3-oxo-3-phenylpropanoate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.28 sN Param.: 0.65 | ![]() ![]() ![]() | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 |
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 nitroethane (in DMF)![]() ![]() |
DMF | N Param.: 22.21 sN Param.: 0.48 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329 |
anion of nitroethane (in DMSO)![]() ![]() |
DMSO | N Param.: 21.54 sN Param.: 0.62 | ![]() ![]() ![]() | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 |
anion of nitroethane (in water)![]() ![]() |
water | N Param.: 11.25 sN Param.: 0.52 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
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 |