C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
methoxybis(phenylsulfonyl)methanide (in DMSO) | DMSO | N Param.: 17.29 sN Param.: 0.70 | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | |
methyl (cyclohexen-1-yl)prolinate (in MeCN) | MeCN | N Param.: 14.96 sN Param.: 0.68 | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 | |
methylenecyclobutane | dichloromethane | N Param.: 1.65 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclodecane | dichloromethane | N Param.: 2.82 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclododecane | dichloromethane | N Param.: 1.52 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecycloheptane | dichloromethane | N Param.: 2.24 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclohexane | dichloromethane | N Param.: 1.16 sN Param.: 1.04 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
methylenecyclononane | dichloromethane | N Param.: 2.57 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclooctane | dichloromethane | N Param.: 3.16 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclopentadecane | dichloromethane | N Param.: 1.69 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclopentane | dichloromethane | N Param.: 2.82 sN Param.: 0.90 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
methylenecyclopropane | dichloromethane | N Param.: -0.47 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecycloundecane | dichloromethane | N Param.: 2.33 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
morpholinoisobutylene | dichloromethane | N Param.: 10.04 sN Param.: 0.82 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
N,N-Dimethylbarbituric acid iodonium ylide (in CHCl2) | dichloromethane | N Param.: 7.98 sN Param.: 0.71 | J. Am. Chem. Soc. 2016, 138, 10304-10313 10.1021/jacs.6b05768 | |
N-(1-(4-chlorophenyl)vinyl)acetamide | MeCN | N Param.: 5.60 sN Param.: 1.00 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(1-(4-methoxyphenyl)vinyl)acetamide | MeCN | N Param.: 7.06 sN Param.: 0.85 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(1-(naphthalen-2-yl)vinyl)acetamide | MeCN | N Param.: 6.28 sN Param.: 0.95 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
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 | |
N-(1-phenylvinyl)acetamide | MeCN | N Param.: 5.73 sN Param.: 0.97 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(1-phenylvinyl)benzamide | MeCN | N Param.: 5.44 sN Param.: 1.00 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(3,3-dimethylbut-1-en-2-yl)acetamide | MeCN | N Param.: 4.61 sN Param.: 0.98 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(3,4-dihydronaphthalen-1-yl)acetamide | MeCN | N Param.: 4.91 sN Param.: 0.87 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(cyclohex-1-en-1-yl)acetamide | MeCN | N Param.: 5.64 sN Param.: 0.79 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(cyclopent-1-en-1-yl)acetamide | MeCN | N Param.: 7.06 sN Param.: 0.87 | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 | |
N-(triisopropylsilyl)pyrrole | dichloromethane | N Param.: 3.12 sN Param.: 0.93 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
N-benzyl-N-((2-methoxyphenyl)ethynyl)-4-methylbenzenesulfonamide | dichloromethane | N Param.: 4.40 sN Param.: 0.86 | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | |
N-benzyl-N-(but-1-yn-1-yl)-4-methylbenzenesulfonamide | dichloromethane | N Param.: 5.16 sN Param.: 0.85 | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | |
n-butyl vinyl ether | dichloromethane | N Param.: 3.76 sN Param.: 0.91 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
N-methylenepyrrolidin-1-amine (in CH2Cl2) | dichloromethane | N Param.: 7.84 sN Param.: 0.89 | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 | |
N-methylindole | dichloromethane | N Param.: 5.75 sN Param.: 1.23 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
N-methylpyrrole | dichloromethane | N Param.: 5.85 sN Param.: 1.03 | 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 | |
norbornene | dichloromethane | N Param.: -0.25 sN Param.: 1.09 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
p-tosylmethyl isocyanide (TosMIC) | dichloromethane | N Param.: 3.50 sN Param.: 0.76 | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | |
Ph2P(O)CH(-)CN (in DMSO) | DMSO | N Param.: 18.69 sN Param.: 0.72 | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | |
Ph2P(O)CH(-)CO2Et (in DMSO) | DMSO | N Param.: 19.20 sN Param.: 0.69 | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | |
Ph3P=C(CH3)-CO2Et | dichloromethane | N Param.: 13.09 sN Param.: 0.73 | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | |
Ph3P=CH-C(O)Me (in MeCN) | MeCN | N Param.: 10.27 sN Param.: 0.83 | J. Am. Chem. Soc. 2016, 138, 11272-11281 10.1021/jacs.6b06264 | |
Ph3P=CH-CHO (in MeCN) | MeCN | N Param.: 9.09 sN Param.: 0.74 | J. Am. Chem. Soc. 2016, 138, 11272-11281 10.1021/jacs.6b06264 | |
Ph3P=CH-CN | dichloromethane | N Param.: 12.29 sN Param.: 0.75 | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | |
Ph3P=CH-CO2Et | dichloromethane | N Param.: 12.79 sN Param.: 0.77 | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | |
Ph3P=CH-CO2Et (in DMSO) | DMSO | N Param.: 12.21 sN Param.: 0.62 | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | |
Ph3P=CH-COPh | dichloromethane | N Param.: 9.54 sN Param.: 0.97 | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 | |
phenylacetylene | dichloromethane | N Param.: -0.04 sN Param.: 0.77 | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | |
phenyldiazomethane | dichloromethane | N Param.: 9.35 sN Param.: 0.83 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
potassium (1-(tert-butoxycarbonyl)-1H-indol-2-yl)trifluoroborate | MeCN | N Param.: 6.46 sN Param.: 0.96 | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | |
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 (1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)trifluoroborate | MeCN | N Param.: 7.10 sN Param.: 1.18 | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | |
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 | |
potassium indenide (in DMSO) | DMSO | N Param.: 24.16 sN Param.: 0.68 | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | |
potassium trifluoro(1-methyl-1H-indol-2-yl)borate | MeCN | N Param.: 9.55 sN Param.: 1.16 | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | |
potassium trifluoro(1-methyl-1H-indol-5-yl)borate | MeCN | N Param.: 8.77 sN Param.: 1.09 | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | |
potassium trifluoro(3-methoxy-thiophen-2-yl)borate | MeCN | N Param.: 7.32 sN Param.: 0.90 | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | |
potassium trifluoro(furan-3-yl)borate | MeCN | N Param.: 6.83 sN Param.: 0.93 | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | |
prenyl-tributylstannane | dichloromethane | N Param.: 4.74 sN Param.: 1.15 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
propene | dichloromethane | N Param.: -2.41 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
pyrrole | dichloromethane | N Param.: 4.63 sN Param.: 1.00 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
sodium indenide (in DMSO) | DMSO | N Param.: 23.74 sN Param.: 0.71 | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | |
styrene | dichloromethane | N Param.: 0.78 sN Param.: 0.95 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
tert-butyl indole-1-carboxylate | MeCN | N Param.: 1.68 sN Param.: 1.26 | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 | |
tert-butyl isocyanide | dichloromethane | N Param.: 5.47 sN Param.: 0.77 | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 | |
tetrakis(5-methyl-furan-2-yl)borate | MeCN | N Param.: 9.09 sN Param.: 1.12 | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a | |
tetramethylethylene | dichloromethane | N Param.: -1.00 sN Param.: 1.40 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
thiophene | dichloromethane | N Param.: -1.01 sN Param.: 1.10 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
toluene | dichloromethane | N Param.: -4.36 sN Param.: 1.77 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
trimethyl(prenyl)silane | dichloromethane | N Param.: 0.90 sN Param.: 1.17 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
Z-3-(trimethylsiloxy)pent-2-ene | dichloromethane | N Param.: 5.58 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |