C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
allyltributylstannane | dichloromethane | N Param.: 5.46 sN Param.: 0.89 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
allyltriethylsilane | dichloromethane | N Param.: 1.93 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltrihexylsilane | dichloromethane | N Param.: 2.11 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltriisopropylsilane | dichloromethane | N Param.: 2.04 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltrimethylsilane | dichloromethane | N Param.: 1.68 sN Param.: 1.00 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
allyltriphenylgermane | dichloromethane | N Param.: 1.20 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltriphenylsilane | dichloromethane | N Param.: -0.13 sN Param.: 1.21 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
allyltriphenylstannane | dichloromethane | N Param.: 3.09 sN Param.: 0.90 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
allyltris(trimethylsilyl)silane | dichloromethane | N Param.: 1.95 sN Param.: 0.98 | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | |
alpha-(N-morpholino)styrene | dichloromethane | N Param.: 9.96 sN Param.: 0.79 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
alpha-(N-morpholino)styrene (in MeCN) | MeCN | N Param.: 10.30 sN Param.: 0.80 | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 | |
alpha-(N-piperidino)styrene (in MeCN) | MeCN | N Param.: 11.60 sN Param.: 0.80 | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 | |
alpha-(pentamethyldisilyl)styrene | dichloromethane | N Param.: 0.61 sN Param.: 1.01 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
alpha-(trimethylsilyl)styrene | dichloromethane | N Param.: -1.13 sN Param.: 1.46 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
alpha-methylstyrene | dichloromethane | N Param.: 2.35 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
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 (3-nitrophenyl)nitromethane (in DMSO) | DMSO | N Param.: 18.06 sN Param.: 0.71 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of (3-nitrophenyl)nitromethane (in water) | water | N Param.: 14.25 sN Param.: 0.46 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
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-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-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 (4-cyanophenyl)nitromethane (in DMSO) | DMSO | N Param.: 16.96 sN Param.: 0.73 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of (4-cyanophenyl)nitromethane (in water) | water | N Param.: 13.23 sN Param.: 0.52 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
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 (4-nitrophenyl)nitromethane (in DMSO) | DMSO | N Param.: 16.29 sN Param.: 0.75 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of (4-nitrophenyl)nitromethane (in water) | water | N Param.: 13.58 sN Param.: 0.52 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
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-NO2-C6H4)CH2SO2Ph (in MeCN) | MeCN | N Param.: 19.90 sN Param.: 0.66 | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | |
anion of (benzylsulfonyl)benzene (in DMSO) | DMSO | N Param.: 25.77 sN Param.: 0.56 | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 | |
anion of (phenylmethylenedisulfonyl)dibenzene (in DMSO) | DMSO | N Param.: 15.07 sN Param.: 0.79 | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 | |
anion of 1,2,3-triphenylpropane-1,3-dione (in DMSO) | DMSO | N Param.: 14.99 sN Param.: 0.83 | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 | |
anion of 1,2-diphenylethanone (in DMSO) | DMSO | N Param.: 23.15 sN Param.: 0.60 | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 | |
anion of 1,3-diphenylpropane-1,3-dione (in DMSO) | DMSO | N Param.: 17.46 sN Param.: 0.65 | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 | |
anion of 1-phenyl-2-(phenylsulfonyl)ethanone (in DMSO) | DMSO | N Param.: 17.19 sN Param.: 0.56 | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 | |
anion of 1-phenylbutane-1,3-dione (in DMSO) | DMSO | N Param.: 16.03 sN Param.: 0.86 | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 | |
anion of 1-phenylpropan-2-one (in DMSO) | DMSO | N Param.: 24.99 sN Param.: 0.60 | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 | |
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 | |
anion of 2-nitro-1-phenylethan-1-one (in DMSO) | DMSO | N Param.: 13.91 sN Param.: 0.76 | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 | |
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 2-nitropropane (in DMSO) | DMSO | N Param.: 20.61 sN Param.: 0.69 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of 2-nitropropane (in water) | water | N Param.: 10.69 sN Param.: 0.56 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of 2-phenyl-2-(phenylsulfonyl)acetonitrile (in DMSO) | DMSO | N Param.: 15.97 sN Param.: 0.72 | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 | |
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-phenylmalononitrile (in DMSO) | DMSO | N Param.: 15.58 sN Param.: 1.00 | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 | |
anion of 3-methyl acetylacetone (in DMSO) | DMSO | N Param.: 18.38 sN Param.: 0.72 | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | |
anion of 3-methyl acetylacetone (in water) | water | N Param.: 14.33 sN Param.: 0.69 | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | |
anion of 3-oxo-3-phenylpropanenitrile (in DMSO) | DMSO | N Param.: 16.55 sN Param.: 0.78 | Chem. Eur. J. 2015, 21, 875-884 10.1002/chem.201404500 | |
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 | |
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 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 |