Mayr's Database of Reactivity Parameters

Acceptor-Substituted Ethylenes

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
2-(p-(dimethylamino)benzylidene)-indan-1,3-dione
C18H15NO2 *

E Param.: -13.56

*** Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
2-(p-methoxybenzylidene)-indan-1,3-dione
C17H12O3 *

E Param.: -11.32

*** Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
2-benzylidene-indan-1,3-dione
C16H10O2 *

E Param.: -10.11

*** Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
2-benzylidenebenzo[d][1,3]dithiole 1,1,3,3-tetraoxide
*
DMSO

E Param.: -11.78

*** Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
2-cinnamoyl-1,3-dimethyl-1H-imidazol-3-ium
C14H15N2O *
DMSO

E Param.: -11.52

*** Angew. Chem. Int. Ed. 2012, 51, 5234-5238
10.1002/anie.201109042
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[...]
2-cinnamoyl-1-(4-methoxyphenyl)-3-methyl-1H-imidazol-3-ium
C20H19N2O2 *
DMSO

E Param.: -11.79

*** Top. Catal. 2018, 61, 585-590
10.1007/s11244-018-0[...]
2-cinnamoyl-1-mesityl-3-methyl-1H-imidazol-3-ium
C22H23N2O *
DMSO

E Param.: -11.48

*** Top. Catal. 2018, 61, 585-590
10.1007/s11244-018-0[...]
2-cinnamoyl-3-methyl-1-(perfluorophenyl)-1H-imidazol-3-ium
C19H12F5N2O *
DMSO

E Param.: -10.09

*** Top. Catal. 2018, 61, 585-590
10.1007/s11244-018-0[...]
2-methylcyclohexenone
C7H10O *
DMSO

E Param.: -27.50

* Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
2-methylcyclopentenone
C6H8O *
DMSO

E Param.: -22.10

*** Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
2-phenylethene-1-sulfonyl fluoride
C8H7FO2S *
DMSO

E Param.: -16.63

*** Angew. Chem. Int. Ed. 2016, 55, 12664-12667
10.1002/anie.201601875
3-methylcyclohexenone
C7H10O *
DMSO

E Param.: -29.60

* Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
3-methylcyclopentenone
C6H8O *
DMSO

E Param.: -28.90

* Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
3-methylenedihydrofuranone
C5H6O2 *
DMSO

E Param.: -19.40

*** Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
3-methylenetetrahydropyran-2-one
C6H8O2 *
DMSO

E Param.: -19.50

*** Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
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
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
4-bromo-<i>trans-beta</i>-nitrostyrene
*

E Param.: -13.37

*** J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
4-cyano-<i>trans-beta</i>-nitrostyrene
*

E Param.: -12.61

*** J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
4-methoxy-<i>trans-beta</i>-nitrostyrene
*

E Param.: -14.70

*** J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
4-methyl-<i>trans-beta</i>-nitrostyrene
*

E Param.: -14.23

*** J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
4-nitro-<i>trans-beta</i>-nitrostyrene
*

E Param.: -12.37

*** J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
4-phenylbut-3-yn-2-one
C10H8O *

E Param.: -16.90

- Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
<i>trans-beta</i>-nitrostyrene
*

E Param.: -13.85

*** J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
acrylonitrile (in DMSO)
C3H3N *
DMSO

E Param.: -19.05

*** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
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[...]
ani(t-Bu)2QM
*

E Param.: -16.11

**** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
aniBBS
C14H14N2O4 *

E Param.: -10.37

*** J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
benzylidene-Meldrum's acid
C13H12O4 *

E Param.: -9.15

*** J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
benzylidenemalononitrile
C10H6N2 *

E Param.: -9.42

*** J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
bh 6f
*

E Param.: -18.90

** Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
bh 6i
*

E Param.: -19.10

** Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
bh 6k
*

E Param.: -18.20

* Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
bh 6l
*

E Param.: -18.90

* Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
bh 6m
*

E Param.: -17.30

* Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
bh6a
*

E Param.: -18.60

** Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
bh6j
*

E Param.: -17.90

** Chem. Eur. J. 2010, 16, 1365-1371
10.1002/chem.200902487
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
butynone
C4H4O *

E Param.: -16.60

- Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
cinnamonitrile (in DMSO)
C9H7N *
DMSO

E Param.: -24.60

* J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
cycloheptenone
C7H10O *
DMSO

E Param.: -22.00

*** Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
cyclohexenone
C6H8O *
DMSO

E Param.: -22.10

*** Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
cyclopentenone
C5H6O *
DMSO

E Param.: -20.60

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