C-Nucleophiles
| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| methyl (cyclohexen-1-yl)prolinate (in MeCN)   | MeCN | N Param.: 14.96sN Param.: 0.68 |    | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 | 
| (4-Br-C6H4)-(CO)-CH=SMe2 (in DMSO)   | DMSO | N Param.: 13.78sN Param.: 0.72 |    | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | 
| (C6H5)-(CO)-CH=SMe2 (in DMSO)   | DMSO | N Param.: 13.95sN Param.: 0.69 |    | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | 
| (4-MeO-C6H4)-(CO)-CH=SMe2 (in DMSO)   | DMSO | N Param.: 14.48sN Param.: 0.71 |    | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | 
| (4-Me2N-C6H4)-(CO)-CH=SMe2 (in DMSO)   | DMSO | N Param.: 15.68sN Param.: 0.65 |    | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | 
| Me2S=CH(p-NO2-C6H4) (in DMSO)   | DMSO | N Param.: 18.42sN Param.: 0.65 |    | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | 
| Me2S=CH(4-CN-C6H4) (in DMSO)   | DMSO | N Param.: 21.07sN Param.: 0.68 |    | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | 
| Me2S(O)=CH2 (in DMSO)   | DMSO | N Param.: 21.29sN Param.: 0.47 |    | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | 
| allyltris(trimethylsilyl)silane   | dichloromethane | N Param.: 1.95sN Param.: 0.98 |    | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | 
| (2-methylallyl)tris(trimethylsilyl)silane   | dichloromethane | N Param.: 4.63sN Param.: 0.87 |    | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | 
| 2-(tris(trimethylsilyl)siloxy)propene   | dichloromethane | N Param.: 6.04sN Param.: 0.82 |    | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | 
| 1-(tris(trimethylsilyl)siloxy)cyclohexene   | dichloromethane | N Param.: 5.07sN Param.: 0.91 |    | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | 
| (tris(trimethylsilyl)siloxy)ethene   | dichloromethane | N Param.: 4.01sN Param.: 0.83 |    | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | 
| anion of 4-(trifluoromethyl)benzyl-CN (in DMSO)   | DMSO | N Param.: 27.28sN Param.: 0.50 |    | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x | 
| anion of 4-cyanobenzyl-CN (in DMSO)   | DMSO | N Param.: 25.11sN Param.: 0.54 |    | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x | 
| anion of 4-nitrobenzyl-CN (in DMSO)   | DMSO | N Param.: 19.67sN Param.: 0.68 |    | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x | 
| anion of 2-phenyl-propionitrile (in DMSO)   | DMSO | N Param.: 28.95sN Param.: 0.58 |    | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x | 
| anion of 2-(4-CN-C6H4)propionitrile (in DMSO)   | DMSO | N Param.: 25.35sN 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.: 19.61sN Param.: 0.60 |    | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x | 
| azulene   | MeCN | N Param.: 6.66sN Param.: 1.02 |    | Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099 | 
| 6,6-dimethylfulvene   | MeCN | N Param.: 3.93sN Param.: 0.88 |    | Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099 | 
| 6-(4-dimethylamino-phenyl)fulvene   | MeCN | N Param.: 6.72sN Param.: 0.87 |    | Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099 | 
| 6-(julolidin-9-yl)fulvene   | MeCN | N Param.: 7.79sN Param.: 1.06 |    | Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099 | 
| Ph3P=CH-CO2Et   | dichloromethane | N Param.: 12.79sN Param.: 0.77 |    | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | 
| Ph3P=CH-CO2Et (in DMSO)   | DMSO | N Param.: 12.21sN Param.: 0.62 |    | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | 
| Ph3P=C(CH3)-CO2Et   | dichloromethane | N Param.: 13.09sN Param.: 0.73 |    | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | 
| Ph3P=CH-CN   | dichloromethane | N Param.: 12.29sN Param.: 0.75 |    | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | 
| Ph3P=CH-COPh   | dichloromethane | N Param.: 9.54sN Param.: 0.97 |    | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | 
| (EtO)2P(O)CH(-)CO2Et (in DMSO)   | DMSO | N Param.: 19.23sN Param.: 0.65 |    | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | 
| (EtO)2P(O)CH(-)CN (in DMSO)   | DMSO | N Param.: 18.57sN Param.: 0.66 |    | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | 
| Ph2P(O)CH(-)CO2Et (in DMSO)   | DMSO | N Param.: 19.20sN Param.: 0.69 |    | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | 
| Ph2P(O)CH(-)CN (in DMSO)   | DMSO | N Param.: 18.69sN Param.: 0.72 |    | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | 
| (4-Br-C6H4)-(CO)-CH=SMe2   | dichloromethane | N Param.: 11.95sN Param.: 0.76 |    | Angew. Chem. Int. Ed. 2009, 48, 5034-5037 10.1002/anie.200900933 | 
| bis(4-nitrophenyl)methanide (in DMSO)   | DMSO | N Param.: 19.92sN Param.: 0.67 |    | ARKIVOC 2008, (x), 37-53 10.3998/ark.5550190.[...] | 
| 2,5-dimethylpyrrole   | MeCN | N Param.: 8.01sN Param.: 0.96 |    | Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 | 
| 1,2,5-trimethylpyrrole   | MeCN | N Param.: 8.69sN Param.: 1.07 |    | Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 | 
| 2,4-dimethylpyrrole   | MeCN | N Param.: 10.67sN Param.: 0.91 |    | Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 | 
| 3-ethyl-2,4-dimethylpyrrole   | MeCN | N Param.: 11.63sN 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.: 18.50sN Param.: 0.75 |    | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h | 
| anion of (4-CN-C6H4)CH2SO2Ph (in DMSO)   | DMSO | N Param.: 22.60sN Param.: 0.57 |    | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h | 
| anion of (4-CF3-C6H4)CH2SO2Ph (in DMSO)   | DMSO | N Param.: 24.30sN Param.: 0.51 |    | Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h | 
| anion of nitroethane (in DMF)   | DMF | N Param.: 22.21sN Param.: 0.48 |    | Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329 | 
| chloro(phenylsulfonyl)methanide (in DMF)   | DMF | N Param.: 26.64sN Param.: 0.64 |  | Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329 | 
| tert-butyl isocyanide   | dichloromethane | N Param.: 5.47sN Param.: 0.77 |    | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | 
| benzyl isocyanide   | dichloromethane | N Param.: 4.90sN Param.: 0.74 |    | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | 
| 2,6-dimethylphenyl isocyanide   | dichloromethane | N Param.: 4.59sN Param.: 0.87 |    | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | 
| p-tosylmethyl isocyanide (TosMIC)   | dichloromethane | N Param.: 3.50sN Param.: 0.76 |    | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | 
| 4-cyanophenyl isocyanide   | dichloromethane | N Param.: 3.57sN 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.: 14.49sN 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.: 16.28sN 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.: 17.33sN Param.: 0.74 |    | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | 
| anion of benzyl trifluoromethyl sulfone (in DMSO)   | DMSO | N Param.: 18.67sN 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.: 19.35sN 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.: 18.24sN 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.: 19.49sN 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.: 20.72sN Param.: 0.58 |    | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b | 
| Indole   | dichloromethane | N Param.: 5.55sN Param.: 1.09 |    | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| N-methylindole   | dichloromethane | N Param.: 5.75sN Param.: 1.23 |    | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| 1,2-dimethylindole   | dichloromethane | N Param.: 6.54sN Param.: 1.10 |  | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| anion of nitromethane (in 91M9AN)   | MeOH-MeCN mix | N Param.: 14.02sN Param.: 0.61 |    | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 | 
| anion of nitroethane (in 91M9AN)   | MeOH-MeCN mix | N Param.: 13.41sN 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.: 12.20sN Param.: 0.71 |    | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 | 
| anion of phenylnitromethane (in 91M9AN)   | MeOH-MeCN mix | N Param.: 12.51sN 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.: 13.58sN 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.: 14.05sN 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.: 14.75sN 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.: 13.92sN 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.: 18.59sN Param.: 0.65 |    | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 | 
| anion of malononitrile (in 91M9AN)   | MeOH-MeCN mix | N Param.: 18.21sN 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.: 18.24sN Param.: 0.64 |    | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 | 
| 5-methoxy-indole   | dichloromethane | N Param.: 6.22sN Param.: 1.12 |    | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| 5-amino-indole   | MeCN | N Param.: 7.22sN Param.: 1.10 |  | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| 5-hydroxy-indole   | MeCN | N Param.: 6.44sN Param.: 1.10 |  | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| 5-methyl-indole   | MeCN | N Param.: 6.00sN Param.: 1.10 |  | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| 5-chloro-indole   | MeCN | N Param.: 4.42sN Param.: 1.10 |  | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| 5-bromo-indole   | MeCN | N Param.: 4.38sN Param.: 1.10 |  | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| 5-cyano-indole   | MeCN | N Param.: 2.83sN Param.: 1.10 |  | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| 1H-indole-5-carboxylic acid   | MeCN | N Param.: 3.97sN Param.: 1.10 |  | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| 5-methoxy-2-methylindole   | MeCN | N Param.: 7.26sN Param.: 1.10 |  | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| 2,5-dimethylindole   | MeCN | N Param.: 7.22sN Param.: 1.10 |  | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| 2-methylindole   | MeCN | N Param.: 6.91sN Param.: 1.10 |  | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| 5-chloro-2-methylindole   | MeCN | N Param.: 6.08sN Param.: 1.10 |  | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| 4-methoxy-indole   | MeCN | N Param.: 5.41sN Param.: 1.10 |  | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| 7-azaindole   | MeCN | N Param.: 3.87sN Param.: 1.10 |  | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| cyanide (in MeCN)   | MeCN | N Param.: 16.27sN Param.: 0.70 |    | Angew. Chem. Int. Ed. 2005, 44, 142-145 10.1002/anie.200461640 | 
| 2,4,6-trimethylstyrene   | dichloromethane | N Param.: 0.68sN Param.: 1.09 |    | Macromolecules 2005, 38, 33-40 10.1021/ma048389o | 
| 5-(tris(pentafluorophenyl)siloxy)-2,3-dihydrofuran   | dichloromethane | N Param.: 8.16sN Param.: 0.67 |    | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 | 
| 5-(triphenylsiloxy)-2,3-dihydrofuran   | dichloromethane | N Param.: 11.28sN Param.: 0.91 |    | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 | 
| 1-(triphenylsiloxy)cyclopentene   | dichloromethane | N Param.: 5.76sN Param.: 1.02 |     | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 | 
| 2,3-dihydrofuran   | dichloromethane | N Param.: 4.37sN Param.: 0.90 |     | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 | 
| 2-(tris(pentafluorophenyl)siloxy)-propene   | dichloromethane | N Param.: 0.58sN Param.: 0.91 |  | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 | 
| 1-(tris(pentafluorophenyl)siloxy)-cyclopentene   | dichloromethane | N Param.: 1.38sN Param.: 0.93 |  | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 | 
| (allyl)dicarbonyl(cyclopentadienyl)iron(II)   | dichloromethane | N Param.: 6.78sN Param.: 0.95 |    | Helv. Chim. Acta 2005, 88, 1754-1768 10.1002/hlca.200590137 | 
| (2-methylallyl)dicarbonyl(cyclopentadienyl)iron(II)   | dichloromethane | N Param.: 8.45sN Param.: 0.83 |    | Helv. Chim. Acta 2005, 88, 1754-1768 10.1002/hlca.200590137 | 
| 1,1-diethoxyethene   | dichloromethane | N Param.: 9.81sN Param.: 0.81 |    | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 | 
| 1-butoxy-1-(trimethylsiloxy)ethene   | dichloromethane | N Param.: 10.21sN Param.: 0.82 |     | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 | 
| 1-butoxy-1-(t-butyl-dimethylsiloxy)ethene   | dichloromethane | N Param.: 10.32sN Param.: 0.79 |     | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 | 
| 1,1-bis(trimethylsiloxy)propene   | dichloromethane | N Param.: 10.38sN Param.: 0.87 |     | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 | 
| 4-methyl-5-(trimethylsiloxy)-2,3-dihydrofuran   | dichloromethane | N Param.: 11.50sN Param.: 0.91 |    | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 | 
| anion of nitroethane (in water)   | water | N Param.: 11.25sN Param.: 0.52 |    | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j | 
