Electrophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
(dfp)2CH+   |
E Param.: 8.02 |
 |
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(tfm)2CH+  |
E Param.: 7.96 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(dfp)(mfp)CH+  |
E Param.: 7.52 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(mfp)2CH+  |
E Param.: 6.87 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(dfp)PhCH+  |
E Param.: 6.74 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(tfm)PhCH+  |
E Param.: 6.70 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(mfp)PhCH+  |
E Param.: 6.23 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
1,3-bis(2,4,6-trimethylphenyl)but-1-ylium ion  |
E Param.: 6.16 |
|
Macromolecules 2005, 38, 33-40 10.1021/ma048389o |
|
diarylallylium ion (3,3-F2)2  |
E Param.: 6.11 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
(2,4,6-trimethylphenyl)ethylium ion  |
E Param.: 6.04 |
|
Macromolecules 2005, 38, 33-40 10.1021/ma048389o |
|
cumyl cation  |
E Param.: 5.74 |
|
Macromolecules 2010, 43, 1719-1723 10.1021/ma9024569 |
|
(pcp)2CH+  |
E Param.: 5.48 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
benzhydrylium ion Ph2CH+  |
E Param.: 5.47 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(Ftol)2CH+  |
E Param.: 5.24 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
pfp(Ph)CH+  |
E Param.: 5.20 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
(pfp)2CH+  |
E Param.: 5.01, Deviation: ±0.05 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
tol(Ph)CH+  |
E Param.: 4.43 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
diarylallylium ion (3-F)2  |
E Param.: 4.15 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
(tol)2CH+  |
E Param.: 3.63 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
1-(4-chlorophenyl)cyclopent-2-enylium ion  |
E Param.: 3.20, Deviation: ±0.37 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
methoxy-phenylmethylium ion  |
E Param.: 2.97, Deviation: ±0.09 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
pop(Ph)CH+  |
E Param.: 2.90 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
1-phenylcyclopent-2-enylium ion  |
E Param.: 2.89, Deviation: ±0.25 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
diarylallylium ion (4-Br)2  |
E Param.: 2.85 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
diphenylallylium ion  |
E Param.: 2.70 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
diarylallylium ion (4-Cl)2  |
E Param.: 2.69 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
(3-F)4-tritylium ion  |
E Param.: 2.54 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
N-ethylidenecarbazolium ion  |
E Param.: 2.41, Deviation: ±0.33 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
9-phenyl-9H-fluoren-9-ylium  |
dichloromethane | E Param.: 2.41 |
|
Chem. Eur. J. 2017, 23, 623-630 10.1002/chem.201603963 |
(4-CF3)2-tritylium ion  |
E Param.: 2.28 |
 |
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
pop(tol)CH+  |
E Param.: 2.16, Deviation: ±0.03 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
ani(Ph)CH+  |
E Param.: 2.11 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
(3-F)3-tritylium ion  |
E Param.: 2.07 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
(3-Cl)3-tritylium ion  |
E Param.: 1.99 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
methoxy-(4-methylphenyl)methylium ion  |
E Param.: 1.90, Deviation: ±0.22 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
(3-F)2-tritylium ion  |
E Param.: 1.54 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
ani(tol)CH+  |
E Param.: 1.48 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
4-chlorobenzaldehyde-boron trichloride complex  |
E Param.: 1.44, Deviation: ±0.20 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
(4-CF3)-tritylium ion  |
E Param.: 1.33 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
di-p-tolyl-allylium ion  |
E Param.: 1.23 |
|
J. Org. Chem. 2011, 76, 9391-9408 10.1021/jo201668w |
|
(3-CF3)-tritylium ion  |
E Param.: 1.18 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
benzaldehyde-boron trichloride complex  |
E Param.: 1.12, Deviation: ±0.24 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
1,3-diphenylpropyn-1-ylium-Cr(CO)3  |
E Param.: 1.07, Deviation: ±0.30 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
(3-Cl)-tritylium ion  |
E Param.: 1.06 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(3-F)-tritylium ion  |
E Param.: 1.01 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |
|
1,1,3-triphenylallylium ion  |
E Param.: 0.98, Deviation: ±0.20 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
9-(4-methoxyphenyl)-9H-fluoren-9-ylium  |
dichloromethane | E Param.: 0.85 |
|
Chem. Eur. J. 2017, 23, 623-630 10.1002/chem.201603963 |
ani(pop)CH+  |
E Param.: 0.61 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
tritylium ion (Ph3C+)  |
E Param.: 0.51 |
|
J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
|
(4-F)-tritylium ion  |
E Param.: 0.35 |
|
Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 |