C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
anion of 4-nitrobenzyl trifluoromethyl sulfone (in DMSO)![]() ![]() |
DMSO | N Param.: 14.49 sN 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.: 16.28 sN 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.: 17.33 sN Param.: 0.74 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b |
anion of benzyl trifluoromethyl sulfone (in DMSO)![]() ![]() |
DMSO | N Param.: 18.67 sN 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.: 19.35 sN 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.: 18.24 sN 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.: 19.49 sN 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.: 20.72 sN Param.: 0.58 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b |
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=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 |
(EtO)2P(O)CH(-)CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 19.23 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
(EtO)2P(O)CH(-)CN (in DMSO)![]() ![]() |
DMSO | N Param.: 18.57 sN Param.: 0.66 | ![]() ![]() ![]() | 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 |
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 |
(4-Br-C6H4)-(CO)-CH=SMe2 (in DMSO)![]() ![]() |
DMSO | N Param.: 13.78 sN Param.: 0.72 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
(C6H5)-(CO)-CH=SMe2 (in DMSO)![]() ![]() |
DMSO | N Param.: 13.95 sN 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.: 14.48 sN 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.: 15.68 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
Me2S=CH(p-NO2-C6H4) (in DMSO)![]() ![]() |
DMSO | N Param.: 18.42 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
Me2S=CH(4-CN-C6H4) (in DMSO)![]() ![]() |
DMSO | N Param.: 21.07 sN Param.: 0.68 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
Me2S(O)=CH2 (in DMSO)![]() ![]() |
DMSO | N Param.: 21.29 sN Param.: 0.47 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
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-(N-piperidino)cyclohexene (in MeCN)![]() ![]() |
MeCN | N Param.: 14.02 sN Param.: 0.76 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
5-(trimethylsiloxy)-2,3-dihydrofuran (in MeCN)![]() ![]() |
MeCN | N Param.: 12.34 sN Param.: 0.72 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran (in MeCN)![]() ![]() |
MeCN | N Param.: 10.52 sN Param.: 0.78 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
1-methoxy-2-methyl-1-(trimethylsiloxy)propene (in MeCN)![]() ![]() |
MeCN | N Param.: 9.11 sN Param.: 0.88 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
n-butyl vinyl ether![]() ![]() |
dichloromethane | N Param.: 3.76 sN Param.: 0.91 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
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 (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)-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 (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 |
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 |
potassium trifluoro(furan-2-yl)borate![]() ![]() |
MeCN | N Param.: 5.99 sN Param.: 0.79 | ![]() ![]() | 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 |
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 |
3-methoxythiophene![]() ![]() |
MeCN | N Param.: 3.06 sN Param.: 1.19 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
2-ethoxy-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 26.71 sN Param.: 0.37 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
2-(diethylamino)-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 27.45 sN Param.: 0.38 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
cyano(pyridin-1-ium-1-yl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 25.94 sN Param.: 0.42 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
2-oxo-1-(pyridin-1-ium-1-yl)propan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 20.24 sN Param.: 0.60 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
2-oxo-2-phenyl-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 19.46 sN Param.: 0.58 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
1-(4-(dimethylamino)pyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 21.61 sN Param.: 0.58 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
1-(3-chloropyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 17.98 sN Param.: 0.63 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
2-oxo-2-phenyl-1-(quinolin-1-ium-1-yl)ethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 19.38 sN Param.: 0.50 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
1-(isoquinolin-2-ium-2-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 20.08 sN Param.: 0.57 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
(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 |