Mayr's Database of Reactivity Parameters

Electrophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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.[...]
(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.[...]
(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.[...]
2,6-di-tert-butyl-4-(2,2,2-trifluoroethylidene)cyclohexa-2,5-dien-1-one
C16H21F3O *
DMSO

E Param.: -11.68

*** Eur. J. Org. Chem. 2020, , 3812-3817
10.1002/ejoc.202000295
3-nitro-1-tosyl-1H-indole
C15H12N2O4S *

E Param.: -14.87

*** Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
phenyl isocyanate
C7H5NO *
MeCN

E Param.: -15.38

*** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
p-tosyl isocyanate
C8H7NO3S *
MeCN

E Param.: -7.69

*** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
phenyl isothiocyanate
C7H5NS *
DMSO

E Param.: -18.15

*** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
p-nitrophenyl isothiocyanate
C7H4N2O2S *
DMSO

E Param.: -15.89

*** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
diphenylcarbodiimide
C13H10N2 *
DMSO

E Param.: -20.14

*** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
carbon disulfide
CS2 *
DMSO

E Param.: -17.70

*** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
3,6-dinitro-1-tosyl-1H-indole
*

E Param.: -12.90

*** Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
cycloheptenone
C7H10O *
DMSO

E Param.: -22.00

*** Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
methyl diazoacetate
C3H4N2O2 *

E Param.: -18.50

*** Chem. Eur. J. 2022, 28, e202201376
10.1002/chem.202201376
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
Umemoto I (triflate)
*

E Param.: -13.08

*** Eur. J. Org. Chem. 2024, 27, e202400085
10.1002/ejoc.202400085
Umemoto I (tetrafluoroborate)
*

E Param.: -13.39

*** Eur. J. Org. Chem. 2024, 27, e202400085
10.1002/ejoc.202400085
Umemoto II (triflate)
*

E Param.: -12.80

*** Eur. J. Org. Chem. 2024, 27, e202400085
10.1002/ejoc.202400085
(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
(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
(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
(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
(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
(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
(E)-6-(4-(dimethylamino)benzylidene)benzo[d][1,3]dioxol-5(6H)-one
C16H15NO3 *

E Param.: -16.07

*** Chem. Eur. J. 2025, 31, e202403785
10.1002/chem.202403785
(E)-6-(furan-2-ylmethylene)benzo[d][1,3]dioxol-5(6H)-one
C12H8O4 *

E Param.: -15.73

*** Org. Biomol. Chem. 2025, 23, 827-834
10.1039/D4OB01855A
(E)-6-((1-methyl-1H-pyrrol-2-yl)methylene)benzo[d][1,3]dioxol-5(6H)-one
C13H11NO3 *

E Param.: -17.03

*** Org. Biomol. Chem. 2025, 23, 827-834
10.1039/D4OB01855A
(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
(E)-6-((E)-3-phenylallylidene)benzo[d][1,3]dioxol-5(6H)-one
C16H12O3 *

E Param.: -16.00

*** Org. Biomol. Chem. 2025, 23, 827-834
10.1039/D4OB01855A
2,6-di-tert-butyl-4-methylenecyclohexa-2,5-dien-1-one
C15H22O *

E Param.: -11.17

*** Chem. Eur. J. 2025, 31, e202501224
10.1002/chem.202501224
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
2-(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)acetonitrile
C16H21NO *

E Param.: -11.88

*** Chem. Eur. J. 2025, 31, e202501224
10.1002/chem.202501224
ethyl 2-(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)acetate
C18H26O3 *

E Param.: -12.01

*** Chem. Eur. J. 2025, 31, e202501224
10.1002/chem.202501224
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
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)-10-(4-methoxybenzylidene)phenanthren-9(10H)-one
C22H16O2 *

E Param.: -15.93

*** J. Phys. Org. Chem. 2026, 39, e70061
10.1002/poc.70061
(E)-2-(4-methoxybenzylidene)acenaphthylen-1(2H)-one
C20H14O2 *

E Param.: -18.72

*** J. Phys. Org. Chem. 2026, 39, e70061
10.1002/poc.70061
ani(Br)2QM
C14H10Br2O2 *

E Param.: -8.63

**** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
ani(Ph)2QM
C26H20O2 *

E Param.: -12.18

**** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
dma(Ph)2QM
C27H23NO *

E Param.: -13.39

**** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
tol(t-Bu)2QM
C22H28O *

E Param.: -15.83

**** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
ani(t-Bu)2QM
*

E Param.: -16.11

**** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
dma(t-Bu)2QM
*

E Param.: -17.29

**** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
jul(t-Bu)2QM
*

E Param.: -17.90

**** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
benzhydrylium ion Ph2CH+
C13H11 *

E Param.: 5.47

***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(pcp)2CH+
C13H9Cl2 *

E Param.: 5.48

***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
pfp(Ph)CH+
C13H10F *

E Param.: 5.20

***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(fur)2CH+
C17H15O2 *

E Param.: -1.36

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y