Mayr's Database of Reactivity Parameters

Electrophiles

1 | 2 | 3 | 4 « Back Found 319 molecules, displaying page 1 of 4 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
tritylium ion (Ph3C+)
C19H15*

E Param.: 0.51

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(4-CF3)2-tritylium ion
*

E Param.: 2.28

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(3-Cl)3-tritylium ion
*

E Param.: 1.99

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(4-CF3)-tritylium ion
*

E Param.: 1.33

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(3-Cl)-tritylium ion
*

E Param.: 1.06

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(3-CF3)-tritylium ion
*

E Param.: 1.18

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(4-Me)-tritylium ion
*

E Param.: -0.13

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(4-Me)2-tritylium ion
*

E Param.: -0.70

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(4-Me)3-tritylium ion
*

E Param.: -1.21

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(4-MeO,3-OMe)-tritylium ion
*

E Param.: -1.62

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(4-OMe,3-Me)-tritylium ion
*

E Param.: -1.84

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(4-MeO)-tritylium ion
*

E Param.: -1.59

-Eur. J. Org. Chem. 2011, , 6470-6475
10.1002/ejoc.201100910
(4-MeO,4-Me)-tritylium ion
*

E Param.: -2.13

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(4-MeO)2-tritylium ion
*

E Param.: -3.04

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(4-MeO)3-tritylium ion
*

E Param.: -4.35

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(4-NMe2)-tritylium ion
*

E Param.: -7.93

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(4-NMe2)2-tritylium ion (= Malachite green)
*

E Param.: -10.29

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(4-NMe2)3-tritylium ion (= Crystal violet)
*

E Param.: -11.26

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
3-chloro-benzaldehyde (in DMSO)
C7H5ClO*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
3-fluoro-benzaldehyde (in DMSO)
C7H5FO*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
3-methoxy-benzaldehyde (in DMSO)
C8H8O2*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
4-fluoro-benzaldehyde (in DMSO)
C7H5FO*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
hexanal (in DMSO)
C6H12O*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
butanal (in DMSO)
C4H8O*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
cinnamaldehyde (in DMSO)
C9H8O*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
p-nitro-cinnamaldehyde (in DMSO)
C9H7NO3*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
dibenzo[a,d]tropylium ion
C15H11*
dichloromethane

E Param.: -0.63

-Liebigs Ann. 1995, , 2005-2009
10.1002/jlac.1995199[...]
fc(Me)CH+
C12H13Fe*

E Param.: -2.57

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
dimethylmethyleneammonium ion
C3H8N*

E Param.: -6.69

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methyl(phenyl)methyleneammonium ion
C8H10N*

E Param.: -5.17

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
Vilsmeier ion
C3H7ClN*

E Param.: -5.77

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(2,4,6-trimethylphenyl)ethylium ion
C11H15*

E Param.: 6.04

*Macromolecules 2005, 38, 33-40
10.1021/ma048389o
1,3-bis(2,4,6-trimethylphenyl)but-1-ylium ion
C22H29*

E Param.: 6.16

*Macromolecules 2005, 38, 33-40
10.1021/ma048389o
diethyl 2-((1-methyl-1,2,3,4-tetrahydroquinolin-6-yl)methylene)malonate
C18H23NO4*

E Param.: -23.40

*Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
diethyl 2-((julolidine-9-yl)methylene)malonate
C20H25NO4*

E Param.: -23.80

*Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
pipN+=CH-CH-Ph
C14H18N+*

E Param.: -10.30

*Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
bh 6k
*

E Param.: -18.20

*Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
bh 6l
*

E Param.: -18.90

*Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
bh 6m
*

E Param.: -17.30

*Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
1,2-diaza-1,3-diene 1e
*
MeOH

E Param.: -14.90

*Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
1,2-diaza-1,3-diene 1f
*
MeOH

E Param.: -15.30

*Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
(E)-4-(4-nitrophenyl)but-3-en-2-one (in DSMO)
C10H9NO3*
DMSO

E Param.: -19.36

*J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-4-methyl-1-(4-nitrophenyl)pent-1-en-3-one (in DMSO)
C12H13NO3*
DMSO

E Param.: -19.17

*J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-4,4-dimethyl-1-(4-nitrophenyl)pent-1-en-3-one
C13H15NO3*
DMSO

E Param.: -19.15

*J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
benzaldehyde (in DMSO)
C7H6O*
DMSO

E Param.: -12.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
(4-F)-tritylium ion
*

E Param.: 0.35

*Eur. J. Org. Chem. 2011, , 6470-6475
10.1002/ejoc.201100910
(4-F)2-tritylium ion
*

E Param.: 0.17

*Eur. J. Org. Chem. 2011, , 6470-6475
10.1002/ejoc.201100910
(4-F)3-tritylium ion
*

E Param.: 0.05

*Eur. J. Org. Chem. 2011, , 6470-6475
10.1002/ejoc.201100910
(3-F)-tritylium ion
*

E Param.: 1.01

*Eur. J. Org. Chem. 2011, , 6470-6475
10.1002/ejoc.201100910
(3-F)2-tritylium ion
*

E Param.: 1.54

*Eur. J. Org. Chem. 2011, , 6470-6475
10.1002/ejoc.201100910
(3-F)3-tritylium ion
*

E Param.: 2.07

*Eur. J. Org. Chem. 2011, , 6470-6475
10.1002/ejoc.201100910
(3-F)4-tritylium ion
*

E Param.: 2.54

*Eur. J. Org. Chem. 2011, , 6470-6475
10.1002/ejoc.201100910
diarylallylium ion (4-Cl)2
*

E Param.: 2.69

*J. Org. Chem. 2011, 76, 9391-9408
10.1021/jo201668w
(dfp)2CH+
C13H7F4*

E Param.: 8.02

*J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(E)-2-(tert-butyl)-3-(4-methylbenzylidene)-3H-indol-1-ium
C20H22N+*
dichloromethane

E Param.: -5.06

*Eur. J. Org. Chem. 2016, , 4050-4058
10.1002/ejoc.201600572
cinnamonitrile (in DMSO)
C9H7N*
DMSO

E Param.: -24.60

*J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
cyclobutanone (in DMSO)
C4H6O*
DMSO

E Param.: -17.50

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
cyclopentanone (in DMSO)
C5H8O*
DMSO

E Param.: -21.00

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
cyclohexanone (in DMSO)
C6H10O*
DMSO

E Param.: -19.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
cycloheptanone (in DMSO)
C7H12O*
DMSO

E Param.: -22.10

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
1-methylpiperidin-4-one (in DMSO)
C6H11NO*
DMSO

E Param.: -18.40

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
oxan-4-one (in DMSO)
C5H8O2*
DMSO

E Param.: -17.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
thian-4-one (in DMSO)
C5H8OS*
DMSO

E Param.: -16.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
1,4-dioxaspiro[4.5]decan-8-one (in DMSO)
C8H12O3*
DMSO

E Param.: -18.20

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
pentan-2-one (in DMSO)
C5H10O*
DMSO

E Param.: -22.30

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
1-methylsulfanylpropan-2-one (in DMSO)
C4H8OS*
DMSO

E Param.: -15.60

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
N-methyl-N-((trifluoromethyl)thio)-aniline
*

E Param.: -23.32

*Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
bh6a
*

E Param.: -18.60

**Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
bh 6f
*

E Param.: -18.90

**Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
bh 6i
*

E Param.: -19.10

**Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
bh6j
*

E Param.: -17.90

**Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
diarylallylium ion (3-F)2
*

E Param.: 4.15

**J. Org. Chem. 2011, 76, 9391-9408
10.1021/jo201668w
indolecarboxylate derived iminium ion
*
dichloromethane

E Param.: -9.50

**Angew. Chem. Int. Ed. 2009, 48, 5034-5037
10.1002/anie.200900933
(tfm)2CH+
C15H9F6*

E Param.: 7.96

**J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(S,E)-2,2,3-trimethyl-4-oxo-5-((perfluorophenyl)methyl)-1-((E)-3-phenylallylidene)imidazolidin-1-ium
C22H20F5N2O*
dichloromethane

E Param.: -6.00

**Angew. Chem. Int. Ed. 2013, 52, 7967-7971
10.1002/anie.201301864
(S,E)-2,2,3-trimethyl-4-oxo-1-((E)-3-phenylallylidene)-5-(3,4,5-trimethoxybenzyl)imidazolidin-1-ium
C25H31N2O4*
dichloromethane

E Param.: -7.00

**Angew. Chem. Int. Ed. 2013, 52, 7967-7971
10.1002/anie.201301864
(S,E)-5-benzyl-2,2,3-trimethyl-1-((E)-3-(4-nitrophenyl)allylidene)-4-oxoimidazolidin-1-ium
C22H24N3O3*
dichloromethane

E Param.: -5.90

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-5-benzyl-1-((E)-3-(4-cyanophenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium
C23H24N3O*
dichloromethane

E Param.: -6.00

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(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
(S,E)-5-benzyl-2,2,3-trimethyl-4-oxo-1-((E)-3-(p-tolyl)allylidene)imidazolidin-1-ium
C23H27N2O*
dichloromethane

E Param.: -7.20

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(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
(S,E)-5-benzyl-2,2,3-trimethyl-1-((E)-3-(3-nitrophenyl)allylidene)-4-oxoimidazolidin-1-ium
C22H24N3O3*
dichloromethane

E Param.: -6.10

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-5-((1H-indol-3-yl)methyl)-2,2,3-trimethyl-4-oxo-1-((E)-3-phenylallylidene)imidazolidin-1-ium
C24H26N3O*
dichloromethane

E Param.: -7.30

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(2S,5S)-5-benzyl-3-methyl-4-oxo-1-(3-phenylallylidene)-2-((E)-styryl)imidazolidin-1-ium
C28H27N2O*
dichloromethane

E Param.: -5.90

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
p-quinone (C-H)
C6H4O2*

E Param.: -16.19

**J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
(E)-3-benzylidene-1,2-dimethyl-3H-indol-1-ium ion
C17H16N*

E Param.: -4.96

**J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
ethyl 2-methylprop-2-enoate (in DMSO)
C6H10O2*
DMSO

E Param.: -22.77

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl (E)-but-2-enoate (in DMSO)
C6H10O2*
DMSO

E Param.: -23.59

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl cinnamate (in DMSO)
C11H12O2*
DMSO

E Param.: -24.52

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
(E)-1-methyl-4-(styrylsulfonyl)benzene (in DMSO)
C15H14O2S*
DMSO

E Param.: -24.69

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
5-methoxyfuroxano[3,4-d]pyrimidine
C5H4N4O3*

E Param.: -8.37

***J. Phys. Org. Chem. 2003, 16, 431-437
10.1002/poc.606
benzylidenemalononitril
C10H6N2*

E Param.: -9.42

***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
p-(methoxy)benzylidenemalononitril
C11H8N2O*

E Param.: -10.80

***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
p-(dimethylamino)benzylidenemalononitril
C12H11N3*

E Param.: -13.30

***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
pop(tol)CH+
C20H17O*

E Param.: 2.16

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
fc(ani)CH+
C18H17FeO*

E Param.: -2.90

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
fc2CH+
C21H19Fe2*

E Param.: -8.54

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
C7H7+-Fe(CO)3
*

E Param.: -3.49

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
C7H9+-Fe(CO)3
*

E Param.: -9.21

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
C6H7+-Fe(CO)3
*

E Param.: -7.76

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c