Mayr's Database of Reactivity Parameters

Electrophiles

1 | 2 | 3 | 4 Found 330 molecules, displaying page 3 of 4 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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
carbon disulfide
CS2*
DMSO

E Param.: -17.70

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
cinnamaldehyde (in DMSO)
C9H8O*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
cinnamonitrile (in DMSO)
C9H7N*
DMSO

E Param.: -24.60

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

E Param.: 5.74

***Macromolecules 2010, 43, 1719-1723
10.1021/ma9024569
cyclobutanone (in DMSO)
C4H6O*
DMSO

E Param.: -17.50

*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
cyclohexanone (in DMSO)
C6H10O*
DMSO

E Param.: -19.90

*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
di-p-anisyl-allylium ion
*

E Param.: -1.45

***J. Org. Chem. 2011, 76, 9391-9408
10.1021/jo201668w
di-p-tolyl-allylium ion
*

E Param.: 1.23

***J. Org. Chem. 2011, 76, 9391-9408
10.1021/jo201668w
di-tert-butyl azodicarboxylate
*
MeCN

E Param.: -12.23

***Chem. Eur. J. 2010, 16, 11670-11677
10.1002/chem.201001598
diarylallylium ion (3,3-F2)2
*

E Param.: 6.11

***J. Org. Chem. 2011, 76, 9391-9408
10.1021/jo201668w
diarylallylium ion (3-F)2
*

E Param.: 4.15

**J. Org. Chem. 2011, 76, 9391-9408
10.1021/jo201668w
diarylallylium ion (4-Br)2
*

E Param.: 2.85

***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
diarylallylium ion (4-NMe2)2
*

E Param.: -7.50

***J. Org. Chem. 2011, 76, 9391-9408
10.1021/jo201668w
dibenzo[a,d]tropylium ion
C15H11*
dichloromethane

E Param.: -0.63

-Liebigs Ann. 1995, , 2005-2009
10.1002/jlac.1995199[...]
dibenzyl azodicarboxylate
*
MeCN

E Param.: -8.89

***Chem. Eur. J. 2010, 16, 11670-11677
10.1002/chem.201001598
dicarbonyl(cyclopentadienyl)propene-iron(II)
*

E Param.: -11.20

***Helv. Chim. Acta 2005, 88, 1754-1768
10.1002/hlca.200590137
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
diethyl 3-chloro-benzylidene malonate
C14H15ClO4*

E Param.: -18.98

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
diethyl 4-(dimethylamino)benzylidene malonate
C16H21NO4*

E Param.: -23.10

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
diethyl 4-cyano-benzylidene malonate
C15H15NO4*

E Param.: -18.06

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
diethyl 4-methoxy-benzylidene malonate
C15H18O5*

E Param.: -21.47

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
diethyl 4-methyl-benzylidene malonate
C15H18O4*

E Param.: -21.11

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
diethyl 4-nitrobenzylidene malonate
C14H15NO6*

E Param.: -17.67

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

E Param.: -10.15

***Chem. Eur. J. 2010, 16, 11670-11677
10.1002/chem.201001598
diethyl benzylidene malonate
C14H16O4*

E Param.: -20.55

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
diethyl fumarate
C8H12O4*
DMSO

E Param.: -17.79

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

E Param.: -19.49

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
diisopropyl azodicarboxylate
*
MeCN

E Param.: -10.71

***Chem. Eur. J. 2010, 16, 11670-11677
10.1002/chem.201001598
dimethylmethyleneammonium ion
C3H8N*

E Param.: -6.69

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

E Param.: 2.70

***J. Org. Chem. 2011, 76, 9391-9408
10.1021/jo201668w
diphenylcarbodiimide
C13H10N2*
DMSO

E Param.: -20.14

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
dma(Ph)2QM
C27H23NO*

E Param.: -13.39

****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(t-Bu)2QM
*

E Param.: -17.29

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
dmaBBS
C15H17N3O3*

E Param.: -12.76

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
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.[...]
ethenesulfonyl fluoride (ESF)
*
DMSO

E Param.: -12.09

***Angew. Chem. Int. Ed. 2016, 55, 12664-12667
10.1002/anie.201601875
ethenylsulfonylbenzene (in DMSO)
C8H8O2S*
DMSO

E Param.: -18.36

***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 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 cinnamate (in DMSO)
C11H12O2*
DMSO

E Param.: -24.52

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl prop-2-enoate (in DMSO)
C5H8O2*
DMSO

E Param.: -19.07

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
fc(ani)CH+
C18H17FeO*

E Param.: -2.90

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
fc(Me)CH+
C12H13Fe*

E Param.: -2.57

*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
fc2CH+
C21H19Fe2*

E Param.: -8.54

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
flavylium ion
C15H11O*

E Param.: -3.45

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
fumaronitrile
C4H2N2*
DMSO

E Param.: -15.71

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
hexanal (in DMSO)
C6H12O*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
indolecarboxylate derived iminium ion
*
dichloromethane

E Param.: -9.50

**Angew. Chem. Int. Ed. 2009, 48, 5034-5037
10.1002/anie.200900933
Jorgensen/Hayashi-iminium ion
C29H34NOSi+*

E Param.: -8.20

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
jul Meldrum's acid
C19H21NO4*

E Param.: -13.97

***J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
jul(S)BBS
C19H21N3O2S*

E Param.: -11.89

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

E Param.: -17.90

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
jul-indan-1,3-dione
C22H19NO2*

E Param.: -14.68

***Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
julBBS
C19H21N3O3*

E Param.: -13.84

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
MacMillan-iminium ion (1st generation)
C22H25N2O+*
MeCN

E Param.: -7.37

***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 (spiro)
*
MeCN

E Param.: -7.67

***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
maleic anhydride
C4H4O3*
DMSO

E Param.: -11.31

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
Me2N+=CH-CH-Ph
C11H14N+*

E Param.: -9.20

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
methoxy-(4-methoxyphenyl)methylium ion
C9H11O2*

E Param.: 0.14

***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-phenylmethylium ion
C8H9O*

E Param.: 2.97

***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
methyl(phenyl)methyleneammonium ion
C8H10N*

E Param.: -5.17

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
mor iminium
C13H16NO+*

E Param.: -8.60

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
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
N-(difluoromethyl)thio)phthalimide
*

E Param.: -11.86

***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-(trifluoromethyl)thio)phthalimide
*

E Param.: -11.92

***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)succinimide
*

E Param.: -12.56

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-ethylidenecarbazolium ion
C14H12N*

E Param.: 2.41

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
N-fluoro-2,4,6-trimethylpyridinium tetrafluoroborate
*

E Param.: -10.46

***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-fluoropyridinium tetrafluoroborate
C5H5FN*

E Param.: -9.89

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
N-methyl maleimide
C5H7NO2*
DMSO

E Param.: -14.07

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
N-methyl-N-((trifluoromethyl)thio)-aniline
*

E Param.: -23.32

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

E Param.: -13.44

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-methylacridinium ion
C14H12N*

E Param.: -7.15

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
NFSI
C12H10FNO4S2*
MeCN

E Param.: -8.44

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
o-chloranil (C-Cl)
C6Cl4O2*

E Param.: -12.02

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

E Param.: -8.77

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
oxan-4-one (in DMSO)
C5H8O2*
DMSO

E Param.: -17.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
p-(dimethylamino)benzylidene Meldrum's acid
C15H17NO4*

E Param.: -12.76

***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-(methoxy)benzylidene Meldrum's acid
C14H14O5*

E Param.: -10.28

***J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
p-(methoxy)benzylidenemalononitril
C11H8N2O*

E Param.: -10.80

***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
p-AniCH=N+Me2 (in MeCN)
C10H14NO*
MeCN

E Param.: -10.69

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
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-chloranil (C-Cl)
C6Cl4O2*

E Param.: -13.84

***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-fluoranil (C-F)
C6F4O2*

E Param.: -11.12

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