Mayr's Database of Reactivity Parameters

C-Electrophiles

1 | 2 | 3 | 4 | 5 | 6 | 7 Found 330 molecules, displaying page 4 of 7 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
(E)-N-benzylidene-4-methylbenzenesulfonamide (in DMSO)
C14H13NO2S*
DMSO

E Param.: -11.50

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
2-cinnamoyl-1-mesityl-3-methyl-1H-imidazol-3-ium
C22H23N2O*
DMSO

E Param.: -11.48

***Top. Catal. 2018, 61, 585-590
10.1007/s11244-018-0[...]
2-(p-methoxybenzylidene)-indan-1,3-dione
C17H12O3*

E Param.: -11.32

***Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
maleic anhydride
C4H4O3*
DMSO

E Param.: -11.31

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
(4-NMe2)3-tritylium ion (= Crystal violet)
*

E Param.: -11.26

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
dicarbonyl(cyclopentadienyl)propene-iron(II)
*

E Param.: -11.20

***Helv. Chim. Acta 2005, 88, 1754-1768
10.1002/hlca.200590137
p-fluoranil (C-F)
C6F4O2*

E Param.: -11.12

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
p-(methoxy)benzylidenemalononitrile
C11H8N2O*

E Param.: -10.80

***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
dma(S)BBS
C15H17N3O2S*

E Param.: -10.73

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
p-AniCH=N+Me2 (in MeCN)
C10H14NO*
MeCN

E Param.: -10.69

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
(S,E)-5-benzyl-1-((E)-3-(4-(dimethylamino)phenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium
C24H30N3O*
dichloromethane

E Param.: -10.60

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
aniBBS
C14H14N2O4*

E Param.: -10.37

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
pipN+=CH-CH-Ph
C14H18N+*

E Param.: -10.30

*Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
(4-NMe2)2-tritylium ion (= Malachite green)
*

E Param.: -10.29

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
p-(methoxy)benzylidene Meldrum's acid
C14H14O5*

E Param.: -10.28

***J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
bis(1,2-dimethylindol-3-yl)methylium ion
C21H21N2*

E Param.: -10.23

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
Pd-allyl cation
*

E Param.: -10.11

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-benzylidene-indan-1,3-dione
C16H10O2*

E Param.: -10.11

***Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
2-cinnamoyl-3-methyl-1-(perfluorophenyl)-1H-imidazol-3-ium
C19H12F5N2O*
DMSO

E Param.: -10.09

***Top. Catal. 2018, 61, 585-590
10.1007/s11244-018-0[...]
(lil)2CH+
C23H25N2*

E Param.: -10.04

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1,1,3-tris(4-(dimethylamino)phenyl)allylium ion
C27H32N3*

E Param.: -9.84

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
pyrN+=CH-CH-Ph
C13H16N+*

E Param.: -9.80

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
bis(julidin-9-yl)allylium ion
*

E Param.: -9.78

***J. Org. Chem. 2011, 76, 9391-9408
10.1021/jo201668w
pTolCH=N+CH2 (in MeCN)
C10H14N*
MeCN

E Param.: -9.64

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
PhCH=N+(CH2)5 (in MeCN)
C12H16N*
MeCN

E Param.: -9.60

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
indolecarboxylate derived iminium ion
*
dichloromethane

E Param.: -9.50

**Angew. Chem. Int. Ed. 2009, 48, 5034-5037
10.1002/anie.200900933
(jul)2CH+
C25H29N2*

E Param.: -9.45

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
benzylidenemalononitrile
C10H6N2*

E Param.: -9.42

***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
p-fluoranil (C=O)
C6F4O2*

E Param.: -9.37

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
PhCH=N+(CH2)4 (in MeCN)
C11H14N*
MeCN

E Param.: -9.35

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
PhCH=N+Me2 (in MeCN)
C9H12N*
MeCN

E Param.: -9.27

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
C7H9+-Fe(CO)3
*

E Param.: -9.21

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
Me2N+=CH-CH-Ph
C11H14N+*

E Param.: -9.20

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
benzylidene-Meldrum's acid
C13H12O4*

E Param.: -9.15

***J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
6-nitro-tetrazolo[1,5a]pyridine
C5H3N5O2*

E Param.: -9.05

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
1,1-bis(4-dimethylaminophenyl)-3-phenylallylium ion
*

E Param.: -8.97

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
C6H6OMe+-Fe(CO)3
*

E Param.: -8.94

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
o-chloranil (C=O)
C6Cl4O2*

E Param.: -8.77

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
(ind)2CH+
C19H21N2*

E Param.: -8.76

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
ani(Br)2QM
C14H10Br2O2*

E Param.: -8.63

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
mor iminium
C13H16NO+*

E Param.: -8.60

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
fc2CH+
C21H19Fe2*

E Param.: -8.54

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(PhCH2)2N+=CH-CH-Ph
C23H22N+*

E Param.: -8.50

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
5-methoxyfuroxano[3,4-d]pyrimidine
C5H4N4O3*

E Param.: -8.37

***J. Phys. Org. Chem. 2003, 16, 431-437
10.1002/poc.606
p-CF3-C6H4-CH=N+Me2 (in MeCN)
C10H11F3N*
MeCN

E Param.: -8.34

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
(thq)2CH+
C21H25N2*

E Param.: -8.22

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
Jorgensen/Hayashi-iminium ion
C29H34NOSi+*

E Param.: -8.20

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
(S,E)-5-benzyl-1-((E)-3-(4-methoxyphenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium
C23H27N2O2*
dichloromethane

E Param.: -8.00

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(4-NMe2)-tritylium ion
*

E Param.: -7.93

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
1-methyl-3-((julolidin-9-yl)methylene)-3H-indol-1-ium ion
C22H23N2*

E Param.: -7.79

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298