Mayr's Database of Reactivity Parameters

Electrophiles

1 | 2 | 3 | 4 Found 355 molecules, displaying page 2 of 4 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
1,3-bis(2,4,6-trimethylphenyl)but-1-ylium ion
C22H29*

E Param.: 6.16

*Macromolecules 2005, 38, 33-40
10.1021/ma048389o
1,3-diphenylpropyn-1-ylium-Cr(CO)3
*

E Param.: 1.07

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,3-dithianylium ion
C4H7S2*

E Param.: -2.14

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
1-(4-chlorophenyl)cyclopent-2-enylium ion
C11H10Cl*

E Param.: 3.20

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-(tert-butyl)-2-cinnamoyl-3-methyl-1H-imidazol-3-ium
C17H21N2O*
DMSO

E Param.: -11.80

***Top. Catal. 2018, 61, 585-590
10.1007/s11244-018-0[...]
1-methyl-3-((julolidin-9-yl)methylene)-3H-indol-1-ium ion
C22H23N2*

E Param.: -7.79

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
1-methyl-3-(4-methylbenzylidene)-3H-indol-1-ium ion
C17H16N*

E Param.: -2.19

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
1-methylpiperidin-4-one (in DMSO)
C6H11NO*
DMSO

E Param.: -18.40

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
1-methylsulfanylpropan-2-one (in DMSO)
C4H8OS*
DMSO

E Param.: -15.60

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
1-phenyl-propyn-1-ylium-Co2(CO)5(PPh3)
*

E Param.: -6.19

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-phenyl-proyn-ylium-Co2(CO)6
*

E Param.: -0.97

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-phenylcyclopent-2-enylium ion
C11H11*

E Param.: 2.89

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
2,2,4-trichloro-1(2H)-naphthalenone
*
MeCN

E Param.: -11.24

***Org. Lett. 2010, 12, 2238-2241
10.1021/ol100592j
2,3,4,5,6,6-hexachlorocyclohexa-2,4-dien-1-one
*
MeCN

E Param.: -6.75

***Org. Lett. 2010, 12, 2238-2241
10.1021/ol100592j
2,4-dinitrothiophene
C4H2N2O4S*

E Param.: -12.33

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
2,5-dichloroquinone (C-Cl)
C6H2Cl2O2*

E Param.: -16.11

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
2,5-dichloroquinone (C-H)
C6H2Cl2O2*

E Param.: -12.28

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
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
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
2,6-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
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
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
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
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-diphenyl-4-benzylidenecyclohexa-2,5-dienone
C25H18O*

E Param.: -11.87

***Eur. J. Org. Chem. 2009, , 3203-3211
10.1002/ejoc.200900299
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-(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
2-(4-methoxyphenyl)chromenylium ion
C16H13O2*

E Param.: -4.95

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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-phenyl-1,3-dithianylium ion
C10H11S2*

E Param.: -6.43

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-phenyl-1,3-dithiolan-2-ylium ion
C9H9S2*

E Param.: -5.91

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-phenylethene-1-sulfonyl fluoride
C8H7FO2S*
DMSO

E Param.: -16.63

***Angew. Chem. Int. Ed. 2016, 55, 12664-12667
10.1002/anie.201601875
3,6-dinitro-1-tosyl-1H-indole
*

E Param.: -12.90

***Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
3-(4-(dimethylamino)benzylidene)-1-methyl-3H-indol-1-ium ion
C18H19N2*

E Param.: -6.26

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
3-(4-methoxybenzylidene)-1-methyl-3H-indol-1-ium iom
C17H16NO*

E Param.: -3.02

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
3-(trimethylsilyl)propyn-1-ylium-Co2(CO)6
*

E Param.: -1.60

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3-benzylidene-1-methyl-3H-indol-1-ium ion
C16H14N*

E Param.: -1.80

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
3-chloro-benzaldehyde (in DMSO)
C7H5ClO*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
3-fluoro-benzaldehyde (in DMSO)
C7H5FO*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
3-methoxy-benzaldehyde (in DMSO)
C8H8O2*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
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
3-nitro-1-tosyl-1H-indole
C15H12N2O4S*

E Param.: -14.87

***Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
3-phenylpropyn-1-ylium-Co2(CO)6
*

E Param.: -1.58

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
4,6-dinitrobenzofurazan
C6H2N4O5*

E Param.: -5.46

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
4,6-dinitrobenzofuroxan
C6H2N4O6*

E Param.: -5.06

***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
4,6-dinitrotetrazolopyridine
C5H2N6O4*

E Param.: -4.67

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
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-aza-6-nitrobenzofuroxan
C5H2N4O4*

E Param.: -5.86

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
4-bromo-3-nitro-1-tosyl-1H-indole
C15H11BrN2O4S*

E Param.: -14.60

**Chem. Commun. 2021, 57, 10071-10074
10.1039/d1cc04074j
4-bromo-<i>trans-beta</i>-nitrostyrene
*

E Param.: -13.37

***J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
4-chlorobenzaldehyde-boron trichloride complex
*

E Param.: 1.44

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
4-cyano-6-nitro-benzofuroxane
C7H2N4O4*

E Param.: -6.41

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

E Param.: -12.61

***J. Org. Chem. 2011, 76, 9370-9378
10.1021/jo201678u
4-fluoro-benzaldehyde (in DMSO)
C7H5FO*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
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-6-(trifluoromethylsulfonyl)benzofuroxan
C7H2F3N3O6S*

E Param.: -4.91

***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
4-nitrobenzodifuroxan (NBDF)
C6HN5O6*

E Param.: -6.15

***Chem. Eur. J. 2007, 13, 8317-8324
10.1002/chem.200700676
4-phenylbut-3-yn-2-one
C10H8O*

E Param.: -16.90

-Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
5,7,7-trichloro-8(7H)-quinolinone
*
MeCN

E Param.: -10.48

***Org. Lett. 2010, 12, 2238-2241
10.1021/ol100592j
5-methoxyfuroxano[3,4-d]pyrimidine
C5H4N4O3*

E Param.: -8.37

***J. Phys. Org. Chem. 2003, 16, 431-437
10.1002/poc.606
6-cyano-4-nitrobenzofuroxan
C7H2N4O4*

E Param.: -7.01

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
6-nitro-tetrazolo[1,5a]pyridine
C5H3N5O2*

E Param.: -9.05

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
9-(4-(dimethylamino)phenyl)-9H-fluoren-9-ylium
C21H30N*
dichloromethane

E Param.: -4.51

***Chem. Eur. J. 2017, 23, 623-630
10.1002/chem.201603963
9-(4-methoxyphenyl)-9H-fluoren-9-ylium
C20H27O*
dichloromethane

E Param.: 0.85

***Chem. Eur. J. 2017, 23, 623-630
10.1002/chem.201603963
9-phenyl-9H-fluoren-9-ylium
C19H25*
dichloromethane

E Param.: 2.41

***Chem. Eur. J. 2017, 23, 623-630
10.1002/chem.201603963
<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(Ph)CH+
C14H13O*

E Param.: 2.11

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
ani(pop)CH+
C20H17O2*

E Param.: 0.61

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
ani(t-Bu)2QM
*

E Param.: -16.11

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
ani(tol)CH+
C15H15O*

E Param.: 1.48

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
aniBBS
C14H14N2O4*

E Param.: -10.37

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
benzaldehyde (in DMSO)
C7H6O*
DMSO

E Param.: -12.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
benzaldehyde-boron trichloride complex
*

E Param.: 1.12

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
benzhydrylium ion Ph2CH+
C13H11*

E Param.: 5.47

*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
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