Mayr's Database of Reactivity Parameters

Acceptor-Substituted Ethylenes

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
tol(t-Bu)2QM
C22H28O *

E Param.: -15.83

**** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
tert-butyl prop-2-enoate (in DMSO)
C7H12O2 *
DMSO

E Param.: -20.22

*** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
p-(methoxy)benzylidenemalononitrile
C11H8N2O *

E Param.: -10.80

*** 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-(dimethylamino)benzylidenemalononitrile
C12H11N3 *

E Param.: -13.30

*** J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
p-(dimethylamino)benzylidene Meldrum's acid
C15H17NO4 *

E Param.: -12.76

*** 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
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
methyl prop-2-enoate (in DMSO)
C4H6O2 *
DMSO

E Param.: -18.84

*** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
maleic anhydride
C4H4O3 *
DMSO

E Param.: -11.31

*** Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
julBBS
C19H21N3O3 *

E Param.: -13.84

*** J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
jul-indan-1,3-dione
C22H19NO2 *

E Param.: -14.68

*** Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
jul(t-Bu)2QM
*

E Param.: -17.90

**** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
jul(S)BBS
C19H21N3O2S *

E Param.: -11.89

*** J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
jul Meldrum's acid
C19H21NO4 *

E Param.: -13.97

*** J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
hex-3-yn-2-one
C6H8O *

E Param.: -17.90

- Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
furan-2(5H)-one
C4H4O2 *
DMSO

E Param.: -20.70

*** Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
fumaronitrile
C4H2N2 *
DMSO

E Param.: -15.71

*** Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
ethyl prop-2-enoate (in DMSO)
C5H8O2 *
DMSO

E Param.: -19.07

*** 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 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 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
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
ethenylsulfonylbenzene (in DMSO)
C8H8O2S *
DMSO

E Param.: -18.36

*** J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethenesulfonyl fluoride (ESF)
*
DMSO

E Param.: -12.09

*** Angew. Chem. Int. Ed. 2016, 55, 12664-12667
10.1002/anie.201601875
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.[...]
dmaBBS
C15H17N3O3 *

E Param.: -12.76

*** 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[...]
dma(S)BBS
C15H17N3O2S *

E Param.: -10.73

*** J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
dma(Ph)2QM
C27H23NO *

E Param.: -13.39

**** Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
dihydro-2H-pyran-2-one
C5H6O2 *
DMSO

E Param.: -21.80

** Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
diethyl maleate
C8H12O4 *
DMSO

E Param.: -19.49

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

E Param.: -17.79

*** Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
diethyl benzylidene malonate
C14H16O4 *

E Param.: -20.55

*** 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 4-methyl-benzylidene malonate
C15H18O4 *

E Param.: -21.11

*** 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-cyano-benzylidene malonate
C15H15NO4 *

E Param.: -18.06

*** 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 3-chloro-benzylidene malonate
C14H15ClO4 *

E Param.: -18.98

*** 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 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
cyclopentenone
C5H6O *
DMSO

E Param.: -20.60

*** 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
cycloheptenone
C7H10O *
DMSO

E Param.: -22.00

*** Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
cinnamonitrile (in DMSO)
C9H7N *
DMSO

E Param.: -24.60

* 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
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
bh6j
*

E Param.: -17.90

** 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