Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
ethanolamine (in DMSO)![]() ![]() |
DMSO | N Param.: 16.07 sN Param.: 0.61 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
phenylsulfinate (in DMSO)![]() ![]() |
DMSO | N Param.: 19.60 sN Param.: 0.60 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 4796-4805 10.1021/ja9102056 |
phenylsulfinate (in MeCN)![]() ![]() |
MeCN | N Param.: 20.11 sN Param.: 0.59 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 4796-4805 10.1021/ja9102056 |
phenylsulfinate (in 50W50AN)![]() ![]() |
water-MeCN mix | N Param.: 13.75 sN Param.: 0.68 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 4796-4805 10.1021/ja9102056 |
2-pyridone anion (in DMSO)![]() ![]() |
DMSO | N Param.: 19.91 sN Param.: 0.60 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |
2-pyridone anion (in MeCN)![]() ![]() |
MeCN | N Param.: 20.11 sN Param.: 0.57 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |
2-pyridone anion (in water)![]() ![]() |
water | N Param.: 12.47 sN Param.: 0.52 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |
4-pyridone anion (in DMSO)![]() ![]() |
DMSO | N Param.: 18.97 sN Param.: 0.62 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |
4-pyridone anion (in MeCN)![]() ![]() |
MeCN | N Param.: 20.22 sN Param.: 0.49 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |
4-pyridone anion (in water)![]() ![]() |
water | N Param.: 14.76 sN Param.: 0.48 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |
DMSO (O attack)![]() ![]() |
DMSO | N Param.: 11.30 sN Param.: 0.74 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
(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 |
acetate (in MeCN)![]() ![]() |
MeCN | N Param.: 16.90 sN Param.: 0.75 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
acetate (in 90A10W)![]() ![]() |
aq acetone | N Param.: 12.71 sN Param.: 0.68 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
acetate (in 80A20W)![]() ![]() |
aq acetone | N Param.: 12.50 sN Param.: 0.60 | ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
benzoate (in MeCN)![]() ![]() |
MeCN | N Param.: 16.82 sN Param.: 0.70 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
benzoate (in 90AN10W)![]() ![]() |
aq MeCN | N Param.: 11.30 sN Param.: 0.72 | ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
p-nitrobenzoate (in MeCN)![]() ![]() |
MeCN | N Param.: 15.30 sN Param.: 0.76 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
p-nitrobenzoate (in acetone)![]() ![]() |
acetone | N Param.: 18.74 sN Param.: 0.68 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
3,5-dinitrobenzoate (in MeCN)![]() ![]() |
MeCN | N Param.: 14.90 sN Param.: 0.71 | ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
3,5-dinitrobenzoate (in acetone)![]() ![]() |
acetone | N Param.: 18.80 sN Param.: 0.62 | ![]() ![]() | J. Am. Chem. Soc. 2008, 130, 3012-3022 10.1021/ja0765464 |
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 |
acetonitrile (in MeCN)![]() ![]() |
MeCN | N Param.: 2.23 sN Param.: 0.84 | ![]() ![]() ![]() | 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 |