C-Nucleophiles
| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| Z-3-(trimethylsiloxy)pent-2-ene   | dichloromethane | N Param.: 5.58sN Param.: 1.00 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| trimethyl(prenyl)silane   | dichloromethane | N Param.: 0.90sN Param.: 1.17 |      | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | 
| toluene   | dichloromethane | N Param.: -4.36sN Param.: 1.77 |      | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | 
| thiophene   | dichloromethane | N Param.: -1.01sN Param.: 1.10 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| tetramethylethylene   | dichloromethane | N Param.: -1.00sN Param.: 1.40 |    | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | 
| tetrakis(5-methyl-furan-2-yl)borate   | MeCN | N Param.: 9.09sN Param.: 1.12 |    | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a | 
| tert-butyl isocyanide   | dichloromethane | N Param.: 5.47sN Param.: 0.77 |    | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | 
| tert-butyl indole-1-carboxylate   | MeCN | N Param.: 1.68sN Param.: 1.26 |    | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | 
| styrene   | dichloromethane | N Param.: 0.78sN Param.: 0.95 |      | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | 
| sodium indenide (in DMSO)   | DMSO | N Param.: 23.74sN Param.: 0.71 |    | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| pyrrole   | dichloromethane | N Param.: 4.63sN Param.: 1.00 |  | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | 
| propene   | dichloromethane | N Param.: -2.41sN Param.: 1.00 |  | 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 | 
| potassium trifluoro(furan-3-yl)borate   | MeCN | N Param.: 6.83sN Param.: 0.93 |    | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | 
| potassium trifluoro(3-methoxy-thiophen-2-yl)borate   | MeCN | N Param.: 7.32sN Param.: 0.90 |    | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | 
| potassium trifluoro(1-methyl-1H-indol-5-yl)borate   | MeCN | N Param.: 8.77sN Param.: 1.09 |    | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | 
| potassium trifluoro(1-methyl-1H-indol-2-yl)borate   | MeCN | N Param.: 9.55sN Param.: 1.16 |    | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | 
| potassium indenide (in DMSO)   | DMSO | N Param.: 24.16sN Param.: 0.68 |    | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| potassium allyltrifluoroborate (in MeCN)   | MeCN | N Param.: 5.29sN Param.: 0.87 |   | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 | 
| potassium (1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)trifluoroborate   | MeCN | N Param.: 7.10sN Param.: 1.18 |    | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | 
| potassium (1-(tert-butoxycarbonyl)-1H-indol-3-yl)trifluoroborate   | MeCN | N Param.: 4.06sN Param.: 0.79 |   | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | 
| potassium (1-(tert-butoxycarbonyl)-1H-indol-2-yl)trifluoroborate   | MeCN | N Param.: 6.46sN Param.: 0.96 |    | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | 
| phenyldiazomethane   | dichloromethane | N Param.: 9.35sN Param.: 0.83 |    | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | 
| phenylacetylene   | dichloromethane | N Param.: -0.04sN Param.: 0.77 |    | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | 
| Ph3P=CH-COPh   | dichloromethane | N Param.: 9.54sN Param.: 0.97 |    | 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=CH-CO2Et   | dichloromethane | N Param.: 12.79sN Param.: 0.77 |    | 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-CHO (in MeCN)   | MeCN | N Param.: 9.09sN Param.: 0.74 |    | J. Am. Chem. Soc. 2016, 138, 11272-11281 10.1021/jacs.6b06264 | 
| Ph3P=CH-C(O)Me (in MeCN)   | MeCN | N Param.: 10.27sN Param.: 0.83 |    | J. Am. Chem. Soc. 2016, 138, 11272-11281 10.1021/jacs.6b06264 | 
| Ph3P=C(CH3)-CO2Et   | dichloromethane | N Param.: 13.09sN Param.: 0.73 |    | 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 | 
| p-tosylmethyl isocyanide (TosMIC)   | dichloromethane | N Param.: 3.50sN Param.: 0.76 |    | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | 
| norbornene   | dichloromethane | N Param.: -0.25sN Param.: 1.09 |      | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | 
| N-vinylcarbazole   | dichloromethane | N Param.: 5.02sN Param.: 0.94 |   | Macromolecules 2002, 35, 5454-5458 10.1021/ma020306l | 
| N-methylpyrrole   | dichloromethane | N Param.: 5.85sN Param.: 1.03 |      | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | 
| N-methylindole   | dichloromethane | N Param.: 5.75sN Param.: 1.23 |    | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | 
| N-methylenepyrrolidin-1-amine (in CH2Cl2)   | dichloromethane | N Param.: 7.84sN Param.: 0.89 |    | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 | 
| n-butyl vinyl ether   | dichloromethane | N Param.: 3.76sN Param.: 0.91 |      | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | 
| N-benzyl-N-(but-1-yn-1-yl)-4-methylbenzenesulfonamide   | dichloromethane | N Param.: 5.16sN Param.: 0.85 |    | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | 
| N-benzyl-N-((2-methoxyphenyl)ethynyl)-4-methylbenzenesulfonamide   | dichloromethane | N Param.: 4.40sN Param.: 0.86 |    | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | 
| N-(triisopropylsilyl)pyrrole   | dichloromethane | N Param.: 3.12sN Param.: 0.93 |    | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | 
| N-(cyclopent-1-en-1-yl)acetamide   | MeCN | N Param.: 7.06sN Param.: 0.87 |    | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | 
| N-(cyclohex-1-en-1-yl)acetamide   | MeCN | N Param.: 5.64sN Param.: 0.79 |    | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | 
| N-(3,4-dihydronaphthalen-1-yl)acetamide   | MeCN | N Param.: 4.91sN Param.: 0.87 |    | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | 
| N-(3,3-dimethylbut-1-en-2-yl)acetamide   | MeCN | N Param.: 4.61sN Param.: 0.98 |    | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | 
| N-(1-phenylvinyl)benzamide   | MeCN | N Param.: 5.44sN Param.: 1.00 |  | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | 
| N-(1-phenylvinyl)acetamide   | MeCN | N Param.: 5.73sN Param.: 0.97 |    | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | 
| N-(1-(p-tolyl)vinyl)acetamide   | MeCN | N Param.: 6.57sN Param.: 0.91 |   | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | 
