Mayr's Database of Reactivity Parameters

Electrophiles

1 | 2 | 3 | 4 « Back Found 330 molecules, displaying page 1 of 4 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = Ph)
*

E Param.: -14.14

***Organometallics 2012, 31, 2416-2424
10.1021/om3000357
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = 4-(dimethylamino)phenyl)
*

E Param.: -14.46

***Organometallics 2012, 31, 2416-2424
10.1021/om3000357
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = 3,5-difluorophenyl)
*

E Param.: -14.21

***Organometallics 2012, 31, 2416-2424
10.1021/om3000357
Vilsmeier ion
C3H7ClN*

E Param.: -5.77

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
tropylium ion
C7H7*

E Param.: -3.72

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
tritylium ion (Ph3C+)
C19H15*

E Param.: 0.51

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
tol(t-Bu)2QM
C22H28O*

E Param.: -15.83

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
tol(Ph)CH+
C14H13*

E Param.: 4.43

*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
thian-4-one (in DMSO)
C5H8OS*
DMSO

E Param.: -16.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
tert-butyl prop-2-enoate (in DMSO)
C7H12O2*
DMSO

E Param.: -20.22

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
Selectfluor
C7H14ClFN2*

E Param.: -5.20

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
pyrN+=CH-CH-Ph
C13H16N+*

E Param.: -9.80

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
pTolCH=N+CH2 (in MeCN)
C10H14N*
MeCN

E Param.: -9.64

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
propyn-1-ylium-Co2(CO)6
*

E Param.: -0.84

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
pop(tol)CH+
C20H17O*

E Param.: 2.16

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
pop(Ph)CH+
C19H15O*

E Param.: 2.90

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
pipN+=CH-CH-Ph
C14H18N+*

E Param.: -10.30

*Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
phenyl isothiocyanate
C7H5NS*
DMSO

E Param.: -18.15

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
phenyl isocyanate
C7H5NO*
MeCN

E Param.: -15.38

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
PhCH=N+Me2 (in MeCN)
C9H12N*
MeCN

E Param.: -9.27

***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
PhCH=N+(CH2)4 (in MeCN)
C11H14N*
MeCN

E Param.: -9.35

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
pfp(Ph)CH+
C13H10F*

E Param.: 5.20

*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
pentan-2-one (in DMSO)
C5H10O*
DMSO

E Param.: -22.30

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
Pd-allyl cation
*

E Param.: -10.11

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
p-tosyl isocyanate
C8H7NO3S*
MeCN

E Param.: -7.69

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
p-quinone (C-H)
C6H4O2*

E Param.: -16.19

**J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
p-nitrophenyl isothiocyanate
C7H4N2O2S*
DMSO

E Param.: -15.89

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
p-nitro-cinnamaldehyde (in DMSO)
C9H7NO3*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
p-fluoranil (C=O)
C6F4O2*

E Param.: -9.37

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
p-fluoranil (C-F)
C6F4O2*

E Param.: -11.12

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
p-chloranil (C=O)
C6Cl4O2*

E Param.: -12.13

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
p-chloranil (C-Cl)
C6Cl4O2*

E Param.: -13.84

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
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
p-AniCH=N+Me2 (in MeCN)
C10H14NO*
MeCN

E Param.: -10.69

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
p-(methoxy)benzylidenemalononitril
C11H8N2O*

E Param.: -10.80

***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
p-(methoxy)benzylidene Meldrum's acid
C14H14O5*

E Param.: -10.28

***J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
p-(dimethylamino)benzylidenemalononitril
C12H11N3*

E Param.: -13.30

***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
p-(dimethylamino)benzylidene Meldrum's acid
C15H17NO4*

E Param.: -12.76

***J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
oxan-4-one (in DMSO)
C5H8O2*
DMSO

E Param.: -17.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
o-chloranil (C=O)
C6Cl4O2*

E Param.: -8.77

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
o-chloranil (C-Cl)
C6Cl4O2*

E Param.: -12.02

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
NFSI
C12H10FNO4S2*
MeCN

E Param.: -8.44

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
N-methylacridinium ion
C14H12N*

E Param.: -7.15

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
N-methyl-N-((trifluoromethyl)thio)-p-toluenesulfonamide
*

E Param.: -13.44

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-methyl-N-((trifluoromethyl)thio)-aniline
*

E Param.: -23.32

*Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-methyl maleimide
C5H7NO2*
DMSO

E Param.: -14.07

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
N-fluoropyridinium tetrafluoroborate
C5H5FN*

E Param.: -9.89

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
N-fluoro-2,6-dichloropyridinium tetrafluoroborate
*

E Param.: -5.29

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
N-fluoro-2,4,6-trimethylpyridinium tetrafluoroborate
*

E Param.: -10.46

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
N-ethylidenecarbazolium ion
C14H12N*

E Param.: 2.41

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
N-(trifluoromethyl)thio)succinimide
*

E Param.: -12.56

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-(trifluoromethyl)thio)saccharin
*

E Param.: -6.48

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-(trifluoromethyl)thio)phthalimide
*

E Param.: -11.92

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-(phenylsulfonyl)-N-((trifluoromethyl)thio)benzenesulfonamide
*

E Param.: -6.06

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-(difluoromethyl)thio)phthalimide
*

E Param.: -11.86

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N,N-dimethylprop-2-enamide (in DMSO)
C5H9NO*
DMSO

E Param.: -23.54

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
mor iminium
C13H16NO+*

E Param.: -8.60

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
methyl(phenyl)methyleneammonium ion
C8H10N*

E Param.: -5.17

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methyl prop-2-enoate (in DMSO)
C4H6O2*
DMSO

E Param.: -18.84

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
methoxy-phenylmethylium ion
C8H9O*

E Param.: 2.97

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methoxy-(4-methylphenyl)methylium ion
C9H11O*

E Param.: 1.90

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methoxy-(4-methoxyphenyl)methylium ion
C9H11O2*

E Param.: 0.14

***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
maleic anhydride
C4H4O3*
DMSO

E Param.: -11.31

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
MacMillan-iminium ion (spiro)
*
MeCN

E Param.: -7.67

***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
MacMillan-iminium ion (2nd generation)
*
MeCN

E Param.: -5.52

***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
MacMillan-iminium ion (1st generation)
C22H25N2O+*
MeCN

E Param.: -7.37

***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
julBBS
C19H21N3O3*

E Param.: -13.84

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
jul-indan-1,3-dione
C22H19NO2*

E Param.: -14.68

***Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
jul(t-Bu)2QM
*

E Param.: -17.90

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
jul(S)BBS
C19H21N3O2S*

E Param.: -11.89

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
jul Meldrum's acid
C19H21NO4*

E Param.: -13.97

***J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
Jorgensen/Hayashi-iminium ion
C29H34NOSi+*

E Param.: -8.20

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
indolecarboxylate derived iminium ion
*
dichloromethane

E Param.: -9.50

**Angew. Chem. Int. Ed. 2009, 48, 5034-5037
10.1002/anie.200900933
hexanal (in DMSO)
C6H12O*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
fumaronitrile
C4H2N2*
DMSO

E Param.: -15.71

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
flavylium ion
C15H11O*

E Param.: -3.45

***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
fc(Ph)CH+
C17H15Fe*

E Param.: -2.64

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
fc(Me)CH+
C12H13Fe*

E Param.: -2.57

*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
ethyl prop-2-enoate (in DMSO)
C5H8O2*
DMSO

E Param.: -19.07

***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
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
ethenylsulfonylbenzene (in DMSO)
C8H8O2S*
DMSO

E Param.: -18.36

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethenesulfonyl fluoride (ESF)
*
DMSO

E Param.: -12.09

***Angew. Chem. Int. Ed. 2016, 55, 12664-12667
10.1002/anie.201601875
E)-2,6-di-tert-butyl-4-(3-(4-chlorophenyl)allylidene)cyclohexa-2,5-dien-1-one
C23H27ClO*
DMSO

E Param.: -16.84

***Org. Lett. 2020, 22, 2182-2186
10.1021/acs.orglett.[...]
dmaBBS
C15H17N3O3*

E Param.: -12.76

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
dma(t-Bu)2QM
*

E Param.: -17.29

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
dma(S)BBS
C15H17N3O2S*

E Param.: -10.73

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
dma(Ph)2QM
C27H23NO*

E Param.: -13.39

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
diphenylcarbodiimide
C13H10N2*
DMSO

E Param.: -20.14

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
diphenylallylium ion
*

E Param.: 2.70

***J. Org. Chem. 2011, 76, 9391-9408
10.1021/jo201668w
dimethylmethyleneammonium ion
C3H8N*

E Param.: -6.69

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

E Param.: -10.71

***Chem. Eur. J. 2010, 16, 11670-11677
10.1002/chem.201001598
diethyl maleate
C8H12O4*
DMSO

E Param.: -19.49

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
diethyl fumarate
C8H12O4*
DMSO

E Param.: -17.79

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
diethyl benzylidene malonate
C14H16O4*

E Param.: -20.55

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277