C-Nucleophiles
| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| 2-(trimethylsilyl)thiophene   | dichloromethane | N Param.: -0.80sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 2-(tributylstannyl)furan   | dichloromethane | N Param.: 3.63sN Param.: 1.10 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 2-(tributylstannyl)thiophene   | dichloromethane | N Param.: 1.53sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| buta-1,3-diene   | dichloromethane | N Param.: -0.87sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| (Z)-penta-1,3-diene   | dichloromethane | N Param.: 0.66sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| (E,E)-hexa-2,4-diene   | dichloromethane | N Param.: 1.17sN Param.: 1.10 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 2,3-dimethyl-buta-1,3-diene   | dichloromethane | N Param.: 1.17sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| (E)-penta-1,3-diene   | dichloromethane | N Param.: 1.49sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 4-methyl-penta-1,3-diene   | dichloromethane | N Param.: 2.60sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| (E)-2-methyl-penta-1,3-diene   | dichloromethane | N Param.: 3.09sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)5(PPh3)   | dichloromethane | N Param.: -0.76sN Param.: 0.90 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 2-phenyl-4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6   | dichloromethane | N Param.: 1.33sN Param.: 0.90 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| cyclohexa-1,3-diene   | dichloromethane | N Param.: 0.67sN Param.: 1.10 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| cyclohepta-1,3-diene   | dichloromethane | N Param.: 0.06sN Param.: 1.10 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| cycloocta-1,3-diene   | dichloromethane | N Param.: -0.50sN Param.: 1.10 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| (Z)-1-(triisopropylsiloxy)propen   | dichloromethane | N Param.: 3.87sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 1,2-bis(trimethylsiloxy)cyclohexene   | dichloromethane | N Param.: 4.46sN Param.: 1.15 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 2-(trimethylsiloxy)buta-1,3-diene   | dichloromethane | N Param.: 4.83sN Param.: 0.90 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 1-(trimethylsiloxy)buta-1,3-diene   | dichloromethane | N Param.: 4.60sN Param.: 0.90 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 1-(trimethylsiloxy)cycloheptene   | dichloromethane | N Param.: 6.62sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 1-(trimethylsiloxy)cyclooctene   | dichloromethane | N Param.: 6.77sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| Z-3-(trimethylsiloxy)pent-2-ene   | dichloromethane | N Param.: 5.58sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 2-(trimethylsiloxy)furan   | dichloromethane | N Param.: 7.22sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 3-(trimethylsilyl)cyclopentene   | dichloromethane | N Param.: 1.77sN Param.: 1.10 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 3-(trihexylsilyl)cyclopentene   | dichloromethane | N Param.: 1.98sN Param.: 1.10 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| (2-methylallyl)trichlorosilane   | dichloromethane | N Param.: -0.57sN Param.: 0.95 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| allyltriphenylgermane   | dichloromethane | N Param.: 1.20sN Param.: 0.90 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| prenyl-tributylstannane   | dichloromethane | N Param.: 4.74sN Param.: 1.15 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| (2-methylallyl)triphenylstannane   | dichloromethane | N Param.: 5.13sN Param.: 0.90 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| (2-methylallyl)benzene   | dichloromethane | N Param.: 0.25sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| alpha-methylstyrene   | dichloromethane | N Param.: 2.35sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 2-cyclopropylpropene   | dichloromethane | N Param.: 2.60sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| (Z)-phenylpropene   | dichloromethane | N Param.: -1.07sN Param.: 1.10 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| cyclopentene   | dichloromethane | N Param.: -1.55sN Param.: 1.10 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| (1S)-(-)-alpha-pinene   | dichloromethane | N Param.: 0.68sN Param.: 1.10 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| (E)-but-2-ene   | dichloromethane | N Param.: -2.45sN Param.: 1.10 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| ethyl-vinylether   | dichloromethane | N Param.: 3.92sN Param.: 0.90 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| isobutylenyl-ethylether   | dichloromethane | N Param.: 4.23sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| anion of diethyl methylmalonate (in water)   | water | N Param.: 17.68sN Param.: 0.50 |  | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e | 
| 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 | 
| 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 | 
| anisole   | dichloromethane | N Param.: -1.18sN Param.: 1.20 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| N-(1-phenylvinyl)benzamide   | MeCN | N Param.: 5.44sN Param.: 1.00 |  | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | 
| 2-(triphenylsiloxy)propene   | dichloromethane | N Param.: 4.46sN Param.: 0.90 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 3-methyl-2-(trimethylsiloxy)but-1-ene   | dichloromethane | N Param.: 5.41sN Param.: 0.90 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 2-(tert.butyldimethylsiloxy)propene   | dichloromethane | N Param.: 5.58sN Param.: 0.90 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| 1-(phenylethynyl)pyrrolidin-2-one   | dichloromethane | N Param.: 3.12sN Param.: 0.85 |  | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | 
| lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)pinacolborate   | MeCN | N Param.: 5.53sN Param.: 1.00 |  | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| lithium 2-isopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)   | MeCN | N Param.: 6.63sN Param.: 0.75 |  | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | 
| lithium 2-cyclopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)   | MeCN | N Param.: 7.72sN Param.: 0.75 |  | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | 
| Cp2Ti(CH2Ph)2 - Dibenzyltitanocene   | dichloromethane | N Param.: 4.38sN Param.: 1.00 |  | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 | 
| Dimethyl 1,1'-isopropylidenezirconocene   | dichloromethane | N Param.: 5.20sN Param.: 1.00 |  | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 | 
| Dimethyl bis(indenyl)zirconium(IV)   | dichloromethane | N Param.: 6.89sN 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.: 11.20sN Param.: 0.64 |  | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 | 
| alpha-(N-piperidino)styrene (in MeCN)   | MeCN | N Param.: 11.60sN Param.: 0.80 |  | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 | 
| alpha-(N-morpholino)styrene (in MeCN)   | MeCN | N Param.: 10.30sN 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.: 29.10sN Param.: 0.50 |  | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] | 
| cyano((diphenylmethylene)amino)methanide   | DMSO | N Param.: 29.50sN Param.: 0.50 |  | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] | 
| chloro(phenylsulfonyl)methanide (in DMF)   | DMF | N Param.: 26.64sN Param.: 0.64 |  | Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329 | 
