C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
Cp2Ti(CH2Ph)2 - Dibenzyltitanocene | dichloromethane | N Param.: 4.38 sN Param.: 1.00 | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 | |
Dimethyl 1,1'-isopropylidenezirconocene | dichloromethane | N Param.: 5.20 sN Param.: 1.00 | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 | |
Dimethyl bis(indenyl)zirconium(IV) | dichloromethane | N Param.: 6.89 sN Param.: 1.00 | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 | |
lithium 2-allyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Param.: 11.20 sN Param.: 0.64 | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 | |
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-(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 | |
1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO) | DMSO | N Param.: 29.10 sN Param.: 0.50 | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] | |
cyano((diphenylmethylene)amino)methanide | DMSO | N Param.: 29.50 sN Param.: 0.50 | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] | |
(Z)-but-2-ene | dichloromethane | N Param.: -2.44 sN Param.: 1.09 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
(triisopropylsiloxy)ethene | dichloromethane | N Param.: 3.44 sN Param.: 0.94 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
(2-methylallyl)triphenylsilane | dichloromethane | N Param.: 4.17 sN Param.: 0.79 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
2-(triisopropylsiloxy)propene | dichloromethane | N Param.: 5.38 sN Param.: 0.85 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
N-vinylcarbazole | dichloromethane | N Param.: 5.02 sN Param.: 0.94 | Macromolecules 2002, 35, 5454-5458 10.1021/ma020306l | |
diethyl diazomalonate | dichloromethane | N Param.: -0.35 sN Param.: 0.93 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
3,3-dimethyl-2-(trimethylsiloxy)buten | dichloromethane | N Param.: 3.78 sN Param.: 0.79 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
4-cyanophenyl isocyanide | dichloromethane | N Param.: 3.57 sN Param.: 0.72 | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | |
(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 | |
N-(1-(p-tolyl)vinyl)acetamide | MeCN | N Param.: 6.57 sN Param.: 0.91 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
potassium (1-(tert-butoxycarbonyl)-1H-indol-3-yl)trifluoroborate | MeCN | N Param.: 4.06 sN Param.: 0.79 | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | |
potassium trifluoro(furan-2-yl)borate | MeCN | N Param.: 5.99 sN Param.: 0.79 | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | |
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate | MeCN | N Param.: 6.24 sN Param.: 1.00 | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | |
lithium (5-methylthiophen-2-yl)(4-chlorophenyl)pinacolborate | MeCN | N Param.: 6.77 sN Param.: 0.88 | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | |
lithium (5-methylthiophen-2-yl)(phenyl)pinacolborate | MeCN | N Param.: 7.24 sN Param.: 0.83 | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | |
lithium (5-methylthiophen-2-yl)(4-methylphenyl)pinacolborate | MeCN | N Param.: 6.98 sN Param.: 0.93 | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | |
lithium (5-methylthiophen-2-yl)(4-methoxyphenyl)pinacolborate | MeCN | N Param.: 7.51 sN Param.: 0.87 | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | |
lithium (5-methylthiophen-2-yl)(4-(dimethylamino)phenyl)pinacolborate | MeCN | N Param.: 8.02 sN Param.: 0.89 | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | |
lithium bis(5-methylthiophen-2-yl)pinacolborate | MeCN | N Param.: 7.67 sN Param.: 0.87 | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | |
lithium (5-methylfuran-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate | MeCN | N Param.: 8.13 sN Param.: 0.85 | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | |
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)neopentylglycolborate | MeCN | N Param.: 10.13 sN Param.: 0.91 | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | |
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)neopentylglycolborate | MeCN | N Param.: 11.85 sN Param.: 0.72 | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | |
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)catecholglycolborate | MeCN | N Param.: 6.50 sN Param.: 0.77 | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | |
(1H-inden-1-yl)zinc(II) chloride*LiCl (in DMSO) | DMSO | N Param.: 18.10 sN Param.: 0.46 | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | |
(1H-inden-1-yl)zinc(II) bromide*LiBr (in DMSO) | DMSO | N Param.: 15.60 sN Param.: 0.51 | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | |
lithium 2-benzyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Param.: 8.92 sN Param.: 0.70 | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | |
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Param.: 10.97 sN Param.: 0.63 | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | |
lithium 2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Param.: 7.46 sN Param.: 0.76 | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | |
lithium 2-benzyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Param.: 6.30 sN Param.: 0.78 | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | |
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 | |
potassium allyltrifluoroborate (in MeCN) | MeCN | N Param.: 5.29 sN Param.: 0.87 | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 | |
1-((4-chlorobenzylidene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO) | DMSO | N Param.: 29.02 sN Param.: 0.49 | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] | |
2-(benzylideneamino)-1-ethoxy-1-oxopropan-2-ide (in DMSO) | DMSO | N Param.: 30.82 sN Param.: 0.41 | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] | |
3-methylanisole | dichloromethane | N Param.: 0.13 sN Param.: 1.27 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
phenylacetylene | dichloromethane | N Param.: -0.04 sN Param.: 0.77 | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | |
1-(N-pyrrolidino)cyclopentene | dichloromethane | N Param.: 15.91 sN Param.: 0.86 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
1-(N-piperidino)cyclopentene | dichloromethane | N Param.: 15.06 sN Param.: 0.82 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
1-(N-pyrrolidino)cyclohexene | dichloromethane | N Param.: 14.91 sN Param.: 0.86 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
1-(N-morpholino)cyclopentene | dichloromethane | N Param.: 13.41 sN Param.: 0.82 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
1-(phenylmethylamino)cyclopentene | dichloromethane | N Param.: 12.90 sN Param.: 0.79 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
1-(phenylmethylamino)cyclohexene | dichloromethane | N Param.: 10.73 sN Param.: 0.81 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
morpholinoisobutylene | dichloromethane | N Param.: 10.04 sN Param.: 0.82 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
N-(triisopropylsilyl)pyrrole | dichloromethane | N Param.: 3.12 sN Param.: 0.93 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
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 | |
(E)-beta-(N-morpholino)styrene | dichloromethane | N Param.: 10.76 sN Param.: 0.87 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
alpha-(N-morpholino)styrene | dichloromethane | N Param.: 9.96 sN Param.: 0.79 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
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 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 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 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 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 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 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[...] | |
2-(bis(trimethylsiloxy)amino)propene | dichloromethane | N Param.: 4.76 sN Param.: 0.86 | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 | |
2-(bis(tert-butyldimethylsiloxy)amino)propene | dichloromethane | N Param.: 4.23 sN Param.: 0.93 | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 | |
4-(bis(trimethylsiloxy)amino)pent-4-enoic acid methyl ester | dichloromethane | N Param.: 3.84 sN Param.: 0.87 | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 | |
1-ethinylcyclohexenyl-Co2(CO)6 | dichloromethane | N Param.: -0.44 sN Param.: 1.06 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6 | dichloromethane | N Param.: -1.11 sN Param.: 0.92 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
cyclohepta-1,3,5-trienyl-Fe(CO)3 | dichloromethane | N Param.: 3.42 sN Param.: 0.94 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
diazomethane | dichloromethane | N Param.: 10.48 sN Param.: 0.78 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
phenyldiazomethane | dichloromethane | N Param.: 9.35 sN Param.: 0.83 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
(trimethylsilyl)diazomethane | dichloromethane | N Param.: 8.97 sN Param.: 0.75 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
diphenyldiazomethane | dichloromethane | N Param.: 5.29 sN Param.: 0.92 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
ethyl diazoacetate | dichloromethane | N Param.: 4.91 sN Param.: 0.95 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
diazoacetone | dichloromethane | N Param.: 3.96 sN Param.: 0.91 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
anion of nitroethane (in DMSO) | DMSO | N Param.: 21.54 sN Param.: 0.62 | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 | |
cyclopentadiene | dichloromethane | N Param.: 2.30 sN Param.: 1.06 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
tetramethylethylene | dichloromethane | N Param.: -1.00 sN Param.: 1.40 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
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 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 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 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 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 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 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 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 | |
1,1-diethoxyethene | dichloromethane | N Param.: 9.81 sN Param.: 0.81 | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 | |
4-methyl-5-(trimethylsiloxy)-2,3-dihydrofuran | dichloromethane | N Param.: 11.50 sN Param.: 0.91 | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 | |
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 water) | water | N Param.: 12.06 sN Param.: 0.53 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of nitromethane (in DMSO) | DMSO | N Param.: 20.71 sN Param.: 0.60 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
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 phenylnitromethane (in H2O) | water | N Param.: 12.05 sN Param.: 0.53 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of phenylnitromethane (in DMSO) | DMSO | N Param.: 18.29 sN Param.: 0.71 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of p-tolylnitromethane (in water) | water | N Param.: 13.09 sN Param.: 0.50 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | |
anion of p-tolylnitromethane (in DMSO) | DMSO | N Param.: 18.31 sN Param.: 0.76 | 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-nitrophenyl)nitromethane (in DMSO) | DMSO | N Param.: 16.29 sN Param.: 0.75 | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |