Ylides
| 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=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 |
(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 |
Me2S=CH-CO2Et (in DMSO) |
DMSO | N Param.: 15.85 sN Param.: 0.61 | | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 |
Me2S=CH-CN (in DMSO) |
DMSO | N Param.: 16.23 sN Param.: 0.60 | | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 |
(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-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 |
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 |
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-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 |