Mayr's Database of Reactivity Parameters

Electrophiles

1 | 2 | 3 | 4 Found 355 molecules, displaying page 3 of 4 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
jul(S)BBS
C19H21N3O2S*

E Param.: -11.89

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
N-(trifluoromethyl)thio)phthalimide
*

E Param.: -11.92

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
o-chloranil (C-Cl)
C6Cl4O2*

E Param.: -12.02

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
2-cinnamoyl-1-(2,6-dimethoxyphenyl)-3-methyl-1H-imidazol-3-ium
C21H21N2O3*
DMSO

E Param.: -12.02

***Top. Catal. 2018, 61, 585-590
10.1007/s11244-018-0[...]
ethenesulfonyl fluoride (ESF)
*
DMSO

E Param.: -12.09

***Angew. Chem. Int. Ed. 2016, 55, 12664-12667
10.1002/anie.201601875
p-chloranil (C=O)
C6Cl4O2*

E Param.: -12.13

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
ani(Ph)2QM
C26H20O2*

E Param.: -12.18

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
di-tert-butyl azodicarboxylate
*
MeCN

E Param.: -12.23

***Chem. Eur. J. 2010, 16, 11670-11677
10.1002/chem.201001598
2,5-dichloroquinone (C-H)
C6H2Cl2O2*

E Param.: -12.28

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
2,4-dinitrothiophene
C4H2N2O4S*

E Param.: -12.33

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
4-nitro-<i>trans-beta</i>-nitrostyrene
*

E Param.: -12.37

***J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
N-(trifluoromethyl)thio)succinimide
*

E Param.: -12.56

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
4-cyano-<i>trans-beta</i>-nitrostyrene
*

E Param.: -12.61

***J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
dmaBBS
C15H17N3O3*

E Param.: -12.76

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
p-(dimethylamino)benzylidene Meldrum's acid
C15H17NO4*

E Param.: -12.76

***J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
Umemoto II (triflate)
*

E Param.: -12.80

***Eur. J. Org. Chem. 2024, 27, e202400085
10.1002/ejoc.202400085
benzaldehyde (in DMSO)
C7H6O*
DMSO

E Param.: -12.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
3,6-dinitro-1-tosyl-1H-indole
*

E Param.: -12.90

***Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
(2-phenylethene-1,1-diyldisulfonyl)dibenzene
*
DMSO

E Param.: -12.93

***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
2-(4-methoxybenzylidene)benzo[d][1,3]dithiole 1,1,3,3-tetraoxide
*
DMSO

E Param.: -13.02

***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
(E)-N-(4-methoxybenzylidene)-4-methylbenzenesulfonamide (in DMSO)
C15H15NO3S*
DMSO

E Param.: -13.05

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
Umemoto I (triflate)
*

E Param.: -13.08

***Eur. J. Org. Chem. 2024, 27, e202400085
10.1002/ejoc.202400085
1,3,5-trinitrobenzene
C6H3N3O6*

E Param.: -13.19

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
1,2-diaza-1,3-diene 1a
*
DMSO

E Param.: -13.28

***Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
p-(dimethylamino)benzylidenemalononitrile
C12H11N3*

E Param.: -13.30

***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
4-bromo-<i>trans-beta</i>-nitrostyrene
*

E Param.: -13.37

***J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
dma(Ph)2QM
C27H23NO*

E Param.: -13.39

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
Umemoto I (tetrafluoroborate)
*

E Param.: -13.39

***Eur. J. Org. Chem. 2024, 27, e202400085
10.1002/ejoc.202400085
N-methyl-N-((trifluoromethyl)thio)-p-toluenesulfonamide
*

E Param.: -13.44

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
2-(p-(dimethylamino)benzylidene)-indan-1,3-dione
C18H15NO2*

E Param.: -13.56

***Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
((2-phenylpropan-2-yl)oxy)(trifluoromethyl)sulfane
*

E Param.: -13.77

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
julBBS
C19H21N3O3*

E Param.: -13.84

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
p-chloranil (C-Cl)
C6Cl4O2*

E Param.: -13.84

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
<i>trans-beta</i>-nitrostyrene
*

E Param.: -13.85

***J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
(2-(4-methoxyphenyl)ethene-1,1-diyldisulfonyl)dibenzene
*
DMSO

E Param.: -13.88

***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
1,2-diaza-1,3-diene 1b
*
DMSO

E Param.: -13.90

***Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
jul Meldrum's acid
C19H21NO4*

E Param.: -13.97

***J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
N-methyl maleimide
C5H7NO2*
DMSO

E Param.: -14.07

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
ethyl 3-nitro-1H-indole-1-carboxylate
C11H10N2O4*

E Param.: -14.10

**Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
[(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 = 3,5-difluorophenyl)
*

E Param.: -14.21

***Organometallics 2012, 31, 2416-2424
10.1021/om3000357
(E)-tert-butyl benzylidenecarbamate (in DMSO)
C12H15NO2*
DMSO

E Param.: -14.22

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
4-methyl-<i>trans-beta</i>-nitrostyrene
*

E Param.: -14.23

***J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
2,6-di-tert.butyl-4-(4-nitrobenzylidene)cyclohexa-2,5-dienone
C21H25NO3*

E Param.: -14.36

***Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = 4-(dimethylamino)phenyl)
*

E Param.: -14.46

***Organometallics 2012, 31, 2416-2424
10.1021/om3000357
2,6-di-tert.butyl-4-(3,5-difluorobenzylidene)cyclohexa-2,5-dienone
C21H24F2O*

E Param.: -14.50

***Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
((2-(2-iodophenyl)propan-2-yl)oxy)(trifluoromethyl)sulfane
*

E Param.: -14.52

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
2-(4-methoxybenzylidene)-1,3-dithiane 1,1,3,3-tetraoxide
*
DMSO

E Param.: -14.55

***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
4-bromo-3-nitro-1-tosyl-1H-indole
C15H11BrN2O4S*

E Param.: -14.60

**Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
jul-indan-1,3-dione
C22H19NO2*

E Param.: -14.68

***Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
4-methoxy-<i>trans-beta</i>-nitrostyrene
*

E Param.: -14.70

***J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
3-nitro-1-tosyl-1H-indole
C15H12N2O4S*

E Param.: -14.87

***Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
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 1c
*
DMSO

E Param.: -14.91

***Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
2,6-di-tert.butyl-4-(3-fluorobenzylidene)cyclohexa-2,5-dienone
C21H25FO*

E Param.: -15.03

***Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
(E)-N-(4-(dimethylamino)benzylidene)-4-methylbenzenesulfonamide (in DMSO)
C16H18N2O2S*
DMSO

E Param.: -15.09

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
1-phenylprop-2-en-1-one (in DMSO)
C9H8O*
DMSO

E Param.: -15.25

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
1,2-diaza-1,3-diene 1f
*
MeOH

E Param.: -15.30

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

E Param.: -15.38

***Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
phenyl isocyanate
C7H5NO*
MeCN

E Param.: -15.38

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
1-methylsulfanylpropan-2-one (in DMSO)
C4H8OS*
DMSO

E Param.: -15.60

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
fumaronitrile
C4H2N2*
DMSO

E Param.: -15.71

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
tol(t-Bu)2QM
C22H28O*

E Param.: -15.83

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
(E)-N-benzylidene-P,P-diphenylphosphinic amide
C19H16NOP*
DMSO

E Param.: -15.89

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
p-nitrophenyl isothiocyanate
C7H4N2O2S*
DMSO

E Param.: -15.89

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
ani(t-Bu)2QM
*

E Param.: -16.11

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
2,5-dichloroquinone (C-Cl)
C6H2Cl2O2*

E Param.: -16.11

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
p-quinone (C-H)
C6H4O2*

E Param.: -16.19

**J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
(E)-2,6-di-tert-butyl-4-(3-(4-nitrophenyl)allylidene)cyclohexa-2,5-dien-1-one
C23H27NO3*
DMSO

E Param.: -16.25

***Org. Lett. 2020, 22, 2182-2186
10.1021/acs.orglett.[...]
2,6-dimethyl-4-(4-(dimethylamino)benzylidene)cyclohexa-2,5-dienone
C17H19NO*

E Param.: -16.36

***Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
2,6-dimethoxy-4-(4-methoxybenzylidene)cyclohexa-2,5-dienone
C16H16O4*

E Param.: -16.38

***Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
4-(2,2-bis(phenylsulfonyl)vinyl)-N,N-dimethylaniline
*
DMSO

E Param.: -16.53

***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
butynone
C4H4O*

E Param.: -16.60

-Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
2-phenylethene-1-sulfonyl fluoride
C8H7FO2S*
DMSO

E Param.: -16.63

***Angew. Chem. Int. Ed. 2016, 55, 12664-12667
10.1002/anie.201601875
but-3-en-2-one (in DMSO)
C4H6O*
DMSO

E Param.: -16.76

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
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.[...]
thian-4-one (in DMSO)
C5H8OS*
DMSO

E Param.: -16.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
4-phenylbut-3-yn-2-one
C10H8O*

E Param.: -16.90

-Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
(E)-2,6-di-tert-butyl-4-(3-phenylallylidene)cyclohexa-2,5-dien-1-one
C23H28O*
DMSO

E Param.: -17.00

***Org. Lett. 2020, 22, 2182-2186
10.1021/acs.orglett.[...]
2,6-dimethoxy-4-(4-(dimethylamino)benzylidene)cyclohexa-2,5-dienone
C17H19NO3*

E Param.: -17.18

***Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
dma(t-Bu)2QM
*

E Param.: -17.29

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
bh 6m
*

E Param.: -17.30

*Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
(E)-3-(4-nitro-phenyl)-1-phenyl-prop-2-en-1-one (in DMSO)
*
DMSO

E Param.: -17.33

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
(E)-2,6-di-tert-butyl-4-(3-(4-methoxyphenyl)allylidene)cyclohexa-2,5-dien-1-one
C24H30O2*
DMSO

E Param.: -17.42

***Org. Lett. 2020, 22, 2182-2186
10.1021/acs.orglett.[...]
cyclobutanone (in DMSO)
C4H6O*
DMSO

E Param.: -17.50

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
(E)-3-(4-cyano-phenyl)-1-phenyl-prop-2-en-1-one (in DMSO)
*
DMSO

E Param.: -17.64

***J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
diethyl 4-nitrobenzylidene malonate
C14H15NO6*

E Param.: -17.67

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
carbon disulfide
CS2*
DMSO

E Param.: -17.70

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
diethyl fumarate
C8H12O4*
DMSO

E Param.: -17.79

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
jul(t-Bu)2QM
*

E Param.: -17.90

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
bh6j
*

E Param.: -17.90

**Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
oxan-4-one (in DMSO)
C5H8O2*
DMSO

E Param.: -17.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
hex-3-yn-2-one
C6H8O*

E Param.: -17.90

-Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
diethyl 4-cyano-benzylidene malonate
C15H15NO4*

E Param.: -18.06

***Chem. Eur. J. 2008, 14, 9675-9682
10.1002/chem.200801277
phenyl isothiocyanate
C7H5NS*
DMSO

E Param.: -18.15

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
bh 6k
*

E Param.: -18.20

*Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
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
dimethyl diazomalonate
C5H6N2O4*

E Param.: -18.20

***Chem. Eur. J. 2022, 28, e202201376
10.1002/chem.202201376
(p-nitrophenyl)diazomethane
C7H5N3O2*

E Param.: -18.30

***Chem. Eur. J. 2022, 28, e202201376
10.1002/chem.202201376
ethenylsulfonylbenzene (in DMSO)
C8H8O2S*
DMSO

E Param.: -18.36

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