Mayr's Database of Reactivity Parameters

Electrophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
1-methylsulfanylpropan-2-one (in DMSO)
C4H8OS *
DMSO

E Param.: -15.60

* J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
4-benzylidene-2,6-di-tert-butylcyclohexa-2,5-dien-1-one
C21H26O *

E Param.: -15.58

*** Chem. Eur. J. 2025, 31, e202501224
10.1002/chem.202501224
(E)-6-((1-methyl-1H-indol-2-yl)methylene)benzo[d][1,3]dioxol-5(6H)-one
C17H13NO3 *

E Param.: -15.55

*** Org. Biomol. Chem. 2025, 23, 827-834
10.1039/D4OB01855A
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
1,2-diaza-1,3-diene 1f
*
MeOH

E Param.: -15.30

* Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
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
(E)-6-(4-methoxybenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C15H12O4 *

E Param.: -15.20

*** Chem. Eur. J. 2025, 31, e202403785
10.1002/chem.202403785
2,6-di-tert-butyl-4-(methoxymethylene)cyclohexa-2,5-dien-1-one
C16H24O2 *

E Param.: -15.10

*** Chem. Eur. J. 2025, 31, e202501224
10.1002/chem.202501224
(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
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
1,2-diaza-1,3-diene 1c
*
DMSO

E Param.: -14.91

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

E Param.: -14.90

* Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
3-nitro-1-tosyl-1H-indole
C15H12N2O4S *

E Param.: -14.87

*** Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
(E)-6-(4-methylbenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C15H12O3 *

E Param.: -14.85

*** Chem. Eur. J. 2025, 31, e202403785
10.1002/chem.202403785
4-methoxy-<i>trans-beta</i>-nitrostyrene
*

E Param.: -14.70

*** J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
jul-indan-1,3-dione
C22H19NO2 *

E Param.: -14.68

*** Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
4-bromo-3-nitro-1-tosyl-1H-indole
C15H11BrN2O4S *

E Param.: -14.60

** Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
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
((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
2,6-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
(E)-6-benzylidenebenzo[d][1,3]dioxol-5(6H)-one
C14H10O3 *

E Param.: -14.47

*** Chem. Eur. J. 2025, 31, e202403785
10.1002/chem.202403785
[(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-(4-nitrobenzylidene)cyclohexa-2,5-dienone
C21H25NO3 *

E Param.: -14.36

*** Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
4-methyl-<i>trans-beta</i>-nitrostyrene
*

E Param.: -14.23

*** J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
(E)-tert-butyl benzylidenecarbamate (in DMSO)
C12H15NO2 *
DMSO

E Param.: -14.22

*** J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = 3,5-difluorophenyl)
*

E Param.: -14.21

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

E Param.: -14.14

*** Organometallics 2012, 31, 2416-2424
10.1021/om3000357
ethyl 3-nitro-1H-indole-1-carboxylate
C11H10N2O4 *

E Param.: -14.10

** Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
N-methyl maleimide
C5H7NO2 *
DMSO

E Param.: -14.07

*** Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
(E)-6-(3-fluorobenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C14H9FO3 *

E Param.: -14.00

*** Chem. Eur. J. 2025, 31, e202403785
10.1002/chem.202403785
(E)-6-(4-chlorobenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C14H9ClO3 *

E Param.: -13.99

*** Chem. Eur. J. 2025, 31, e202403785
10.1002/chem.202403785
jul Meldrum's acid
C19H21NO4 *

E Param.: -13.97

*** J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
1,2-diaza-1,3-diene 1b
*
DMSO

E Param.: -13.90

*** Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
(2-(4-methoxyphenyl)ethene-1,1-diyldisulfonyl)dibenzene
*
DMSO

E Param.: -13.88

*** Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
<i>trans-beta</i>-nitrostyrene
*

E Param.: -13.85

*** J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
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
((2-phenylpropan-2-yl)oxy)(trifluoromethyl)sulfane
*

E Param.: -13.77

*** Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
2,6-di-tert-butyl-4-ethylidenecyclohexa-2,5-dien-1-one
C16H24O *

E Param.: -13.68

*** Chem. Eur. J. 2025, 31, e202501224
10.1002/chem.202501224
2-(p-(dimethylamino)benzylidene)-indan-1,3-dione
C18H15NO2 *

E Param.: -13.56

*** Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
(E)-6-(4-(trifluoromethyl)benzylidene)benzo[d][1,3]dioxol-5(6H)-one
C15H9F3O3 *

E Param.: -13.54

*** Chem. Eur. J. 2025, 31, e202403785
10.1002/chem.202403785
N-methyl-N-((trifluoromethyl)thio)-p-toluenesulfonamide
*

E Param.: -13.44

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

E Param.: -13.37

*** J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
p-(dimethylamino)benzylidenemalononitrile
C12H11N3 *

E Param.: -13.30

*** J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
1,2-diaza-1,3-diene 1a
*
DMSO

E Param.: -13.28

*** Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
1,3,5-trinitrobenzene
C6H3N3O6 *

E Param.: -13.19, Deviation: ±0.45

*** J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
(E)-6-(4-nitrobenzylidene)benzo[d][1,3]dioxol-5(6H)-one
C14H9NO5 *

E Param.: -13.15

*** Chem. Eur. J. 2025, 31, e202403785
10.1002/chem.202403785