C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
Ph3P=CH-CO2Et | dichloromethane | N Param.: 12.79 sN Param.: 0.77 | 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-CN | dichloromethane | N Param.: 12.29 sN Param.: 0.75 | 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 | |
(4-Br-C6H4)-(CO)-CH=SMe2 | dichloromethane | N Param.: 11.95 sN Param.: 0.76 | Angew. Chem. Int. Ed. 2009, 48, 5034-5037 10.1002/anie.200900933 | |
allyltris(trimethylsilyl)silane | dichloromethane | N Param.: 1.95 sN Param.: 0.98 | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | |
(2-methylallyl)tris(trimethylsilyl)silane | dichloromethane | N Param.: 4.63 sN Param.: 0.87 | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | |
2-(tris(trimethylsilyl)siloxy)propene | dichloromethane | N Param.: 6.04 sN Param.: 0.82 | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | |
1-(tris(trimethylsilyl)siloxy)cyclohexene | dichloromethane | N Param.: 5.07 sN Param.: 0.91 | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | |
(tris(trimethylsilyl)siloxy)ethene | dichloromethane | N Param.: 4.01 sN Param.: 0.83 | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e | |
2-methyl-pent-1-ene | dichloromethane | N Param.: 0.84 sN Param.: 1.06 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
1-(perfluorophenyl)-1-(trimethylsiloxy)ethene | dichloromethane | N Param.: 1.47 sN Param.: 0.89 | Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w | |
3,3,3-trifluoro-2-(trimethylsiloxy)propene | dichloromethane | N Param.: -2.94 sN Param.: 1.11 | Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w | |
(3,3,4,4,5,5,6,6,7,7,7-undecafluoro)-2-(trimethylsiloxy)hept-1-ene | dichloromethane | N Param.: -3.52 sN Param.: 1.17 | Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w | |
2-(triphenylsiloxy)propene | dichloromethane | N Param.: 4.46 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
3-methyl-2-(trimethylsiloxy)but-1-ene | dichloromethane | N Param.: 5.41 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-(tert.butyldimethylsiloxy)propene | dichloromethane | N Param.: 5.58 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
n-butyl vinyl ether | dichloromethane | N Param.: 3.76 sN Param.: 0.91 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2) | dichloromethane | N Param.: 6.98 sN Param.: 0.85 | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 | |
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 | |
2-(trimethylsilyl)propene | dichloromethane | N Param.: -1.46 sN Param.: 1.05 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
2-(pentamethyldisilyl)propene | dichloromethane | N Param.: -0.26 sN Param.: 0.95 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
2-(tris(trimethylsilyl)silyl)propene | dichloromethane | N Param.: -0.31 sN Param.: 0.99 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
alpha-(trimethylsilyl)styrene | dichloromethane | N Param.: -1.13 sN Param.: 1.46 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
alpha-(pentamethyldisilyl)styrene | dichloromethane | N Param.: 0.61 sN Param.: 1.01 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
beta-(trimethylsilyl)styrene | dichloromethane | N Param.: -0.43 sN Param.: 1.06 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
2-phenyl-allyltrimethylsilane | dichloromethane | N Param.: 5.38 sN Param.: 0.89 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
1-(p-tolyl)-1-(trimethylsilyl)ethene | dichloromethane | N Param.: -0.65 sN Param.: 1.59 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
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-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 | |
4-methyl-N-(2-phenylethynyl)-N-(phenylmethyl)benzenesulfonamide | dichloromethane | N Param.: 3.85 sN Param.: 0.84 | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | |
1-(phenylethynyl)pyrrolidin-2-one | dichloromethane | N Param.: 3.12 sN Param.: 0.85 | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | |
(E)-1-styrylpyrrolidine (in CH2Cl2) | dichloromethane | N Param.: 12.26 sN Param.: 0.93 | J. Am. Chem. Soc. 2014, 136, 14263-14269 10.1021/ja508065e | |
(E)-1-styryl-2-tritylpyrrolidine (in CH2Cl2) | dichloromethane | N Param.: 10.19 sN Param.: 1.06 | J. Am. Chem. Soc. 2014, 136, 14263-14269 10.1021/ja508065e | |
(E)-1-styryl-2-(triphenylsilyl)pyrrolidine (in CH2Cl2) | dichloromethane | N Param.: 11.77 sN Param.: 0.98 | J. Am. Chem. Soc. 2014, 136, 14263-14269 10.1021/ja508065e | |
(1H-inden-1-yl)trimethylstannane (in CH2Cl2) | dichloromethane | N Param.: 6.68 sN Param.: 0.81 | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | |
(1H-inden-1-yl)trimethylsilane (in CH2Cl2) | dichloromethane | N Param.: -0.10 sN Param.: 1.05 | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | |
Cp2Zr(Me)2 - Dimethylzirconocene | dichloromethane | N Param.: 4.35 sN Param.: 1.09 | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 | |
Cp2Zr(CH2Ph)2 - Dibenzylzirconocene | dichloromethane | N Param.: 5.10 sN Param.: 1.03 | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 | |
Cp2Ti(CH2Ph)2 - Dibenzyltitanocene | dichloromethane | N Param.: 4.38 sN Param.: 1.00 | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 | |
(Cp*)2Zr(Me)2 - Dimethyl-bis(pentamethylcyclopentadienyl)zirconium | dichloromethane | N Param.: 5.49 sN Param.: 1.06 | 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 | |
Meldrum's acid iodonium ylide (in CH2Cl2) | dichloromethane | N Param.: 4.36 sN Param.: 1.06 | J. Am. Chem. Soc. 2016, 138, 10304-10313 10.1021/jacs.6b05768 | |
Dimedone iodonium ylide (in CH2Cl2) | dichloromethane | N Param.: 6.18 sN Param.: 0.81 | J. Am. Chem. Soc. 2016, 138, 10304-10313 10.1021/jacs.6b05768 | |
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 | |
6-methyl-3-(phenyl-l3-iodanylidene)dihydro-2H-pyran-2,4(3H)-dione (in CH2Cl2) | dichloromethane | N Param.: 4.67 sN Param.: 0.92 | J. Am. Chem. Soc. 2016, 138, 10304-10313 10.1021/jacs.6b05768 | |
4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane (in CH2Cl2) | dichloromethane | N Param.: -0.64 sN Param.: 1.10 | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 | |
(p-nitrophenyl)diazomethane | dichloromethane | N Param.: 7.17 sN Param.: 0.83 | J. Am. Chem. Soc. 2018, 140, 16758-16772 10.1021/jacs.8b09995 | |
(p-cyanophenyl)diazomethane | dichloromethane | N Param.: 7.66 sN Param.: 0.80 | J. Am. Chem. Soc. 2018, 140, 16758-16772 10.1021/jacs.8b09995 | |
(p-bromophenyl)diazomethane | dichloromethane | N Param.: 8.87 sN Param.: 0.82 | J. Am. Chem. Soc. 2018, 140, 16758-16772 10.1021/jacs.8b09995 | |
3-diazoindolin-2-one | dichloromethane | N Param.: 3.16 sN Param.: 1.03 | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | |
2-diazoindan-1-one | dichloromethane | N Param.: 5.61 sN Param.: 0.65 | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | |
2-diazocyclohexanone | dichloromethane | N Param.: 3.44 sN Param.: 0.83 | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | |
2-diazo-1-tetralone | dichloromethane | N Param.: 3.51 sN Param.: 0.86 | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | |
2-diazoindandione | dichloromethane | N Param.: 0.16 sN Param.: 0.86 | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | |
2-diazo-1-benzosuberone | dichloromethane | N Param.: 2.72 sN Param.: 0.96 | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | |
2-diazobenzothiophen-3(2H)-one | dichloromethane | N Param.: 0.40 sN Param.: 0.93 | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | |
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in CH2Cl2) | dichloromethane | N Param.: 7.06 sN Param.: 1.11 | Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h | |
diazocyclopentadiene (in CH2Cl2) | dichloromethane | N Param.: 4.84 sN Param.: 1.06 | Synthesis 2023, 55, 354-358 10.1055/s-0041-1737327 | |
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2) | dichloromethane | N Param.: 8.13 sN Param.: 0.97 | Chem. Eur. J. 2023, , EarlyView 10.1002/chem.202302764 | |
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2) | dichloromethane | N Param.: 7.99 sN Param.: 0.98 | Chem. Eur. J. 2023, , EarlyView 10.1002/chem.202302764 |