Mayr's Database of Reactivity Parameters

Electrophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
benzhydrylium ion Ph2CH+
C13H11 *

E Param.: 5.47

***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
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[...]
(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
(ani)2CH+
C15H15O2 *

E Param.: 0.00

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(tol)2CH+
C15H15 *

E Param.: 3.63

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(pfa)2CH+
C29H23F6N2 *

E Param.: -3.14

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(mfa)2CH+
C19H19F6N2 *

E Param.: -3.85

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(dpa)2CH+
C37H29N2 *

E Param.: -4.72

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(mor)2CH+
C21H25N2O2 *

E Param.: -5.53

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(mpa)2CH+
C27H25N2 *

E Param.: -5.89

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(dma)2CH+
C17H21N2 *

E Param.: -7.02

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(pyr)2CH+
C21H25N2 *

E Param.: -7.69

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(thq)2CH+
C21H25N2 *

E Param.: -8.22

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(ind)2CH+
C19H21N2 *

E Param.: -8.76

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(jul)2CH+
C25H29N2 *

E Param.: -9.45

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(lil)2CH+
C23H25N2 *

E Param.: -10.04

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
5-methoxyfuroxano[3,4-d]pyrimidine
C5H4N4O3 *

E Param.: -8.37

*** J. Phys. Org. Chem. 2003, 16, 431-437
10.1002/poc.606
benzylidenemalononitrile
C10H6N2 *

E Param.: -9.42

*** J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
p-(methoxy)benzylidenemalononitrile
C11H8N2O *

E Param.: -10.80

*** J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
p-(dimethylamino)benzylidenemalononitrile
C12H11N3 *

E Param.: -13.30

*** J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
ani(pop)CH+
C20H17O2 *

E Param.: 0.61

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
ani(Ph)CH+
C14H13O *

E Param.: 2.11

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
ani(tol)CH+
C15H15O *

E Param.: 1.48

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
pop(Ph)CH+
C19H15O *

E Param.: 2.90

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tol(Ph)CH+
C14H13 *

E Param.: 4.43

***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(pfp)2CH+
C13H9F2 *

E Param.: 5.01, Deviation: ±0.05

***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
pop(tol)CH+
C20H17O *

E Param.: 2.16, Deviation: ±0.03

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
fc(Ph)CH+
C17H15Fe *

E Param.: -2.64

***** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
fc(ani)CH+
C18H17FeO *

E Param.: -2.90, Deviation: ±0.09

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
fc(Me)CH+
C12H13Fe *

E Param.: -2.57

* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
fc2CH+
C21H19Fe2 *

E Param.: -8.54, Deviation: ±0.53

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
C7H7+-Fe(CO)3
*

E Param.: -3.49, Deviation: ±0.17

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
C7H9+-Fe(CO)3
*

E Param.: -9.21, Deviation: ±0.36

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
C6H7+-Fe(CO)3
*

E Param.: -7.76, Deviation: ±0.31

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
C6H6OMe+-Fe(CO)3
*

E Param.: -8.94, Deviation: ±0.13

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
benzaldehyde-boron trichloride complex
*

E Param.: 1.12, Deviation: ±0.24

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
4-chlorobenzaldehyde-boron trichloride complex
*

E Param.: 1.44, Deviation: ±0.20

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
tropylium ion
C7H7 *

E Param.: -3.72, Deviation: ±0.03

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

E Param.: -0.84, Deviation: ±0.36

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

E Param.: -0.97, Deviation: ±0.08

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

E Param.: -1.58, Deviation: ±0.58

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

E Param.: -1.60, Deviation: ±0.34

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-phenyl-propyn-1-ylium-Co2(CO)5(PPh3)
*

E Param.: -6.19, Deviation: ±0.44

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

E Param.: -5.91, Deviation: ±0.33

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

E Param.: -6.43, Deviation: ±0.04

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

E Param.: -2.14, Deviation: ±0.07

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
N-ethylidenecarbazolium ion
C14H12N *

E Param.: 2.41, Deviation: ±0.33

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
N-methylacridinium ion
C14H12N *

E Param.: -7.15, Deviation: ±0.12

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
dimethylmethyleneammonium ion
C3H8N *

E Param.: -6.69

* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methyl(phenyl)methyleneammonium ion
C8H10N *

E Param.: -5.17

* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
Vilsmeier ion
C3H7ClN *

E Param.: -5.77

* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methoxy-phenylmethylium ion
C8H9O *

E Param.: 2.97, Deviation: ±0.09

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methoxy-(4-methoxyphenyl)methylium ion
C9H11O2 *

E Param.: 0.14, Deviation: ±0.01

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methoxy-(4-methylphenyl)methylium ion
C9H11O *

E Param.: 1.90, Deviation: ±0.22

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
Pd-allyl cation
*

E Param.: -10.11, Deviation: ±0.96

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
flavylium ion
C15H11O *

E Param.: -3.45, Deviation: ±0.16

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(4-methoxyphenyl)chromenylium ion
C16H13O2 *

E Param.: -4.95, Deviation: ±0.06

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,1,3-triphenylallylium ion
C21H17 *

E Param.: 0.98, Deviation: ±0.20

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,1-dianisyl-3-phenylallylium ion
C23H21O2 *

E Param.: -2.67, Deviation: ±0.30

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,1-bis(4-dimethylaminophenyl)-3-phenylallylium ion
*

E Param.: -8.97, Deviation: ±0.32

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,1,3-tris(4-(dimethylamino)phenyl)allylium ion
C27H32N3 *

E Param.: -9.84, Deviation: ±0.21

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

E Param.: 2.89, Deviation: ±0.25

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

E Param.: 3.20, Deviation: ±0.37

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,3-diphenylpropyn-1-ylium-Cr(CO)3
*

E Param.: 1.07, Deviation: ±0.30

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,1,3-triphenylpropyn-1-ylium-Cr(CO)3
*

E Param.: -0.25, Deviation: ±0.20

*** Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
tritylium ion (Ph3C+)
C19H15 *

E Param.: 0.51

- J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
4,6-dinitrobenzofuroxan
C6H2N4O6 *

E Param.: -5.06

*** J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
1,3,5-trinitrobenzene
C6H3N3O6 *

E Param.: -13.19, Deviation: ±0.45

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

E Param.: -9.05, Deviation: ±0.12

*** J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
dicarbonyl(cyclopentadienyl)propene-iron(II)
*

E Param.: -11.20

*** Helv. Chim. Acta 2005, 88, 1754-1768
10.1002/hlca.200590137
4-nitro-6-(trifluoromethylsulfonyl)benzofuroxan
C7H2F3N3O6S *

E Param.: -4.91, Deviation: ±0.31

*** J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
4,6-dinitrotetrazolopyridine
C5H2N6O4 *

E Param.: -4.67, Deviation: ±0.30

*** J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
4,6-dinitrobenzofurazan
C6H2N4O5 *

E Param.: -5.46, Deviation: ±0.36

*** J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
2,4-dinitrothiophene
C4H2N2O4S *

E Param.: -12.33, Deviation: ±0.11

*** J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
6-cyano-4-nitrobenzofuroxan
C7H2N4O4 *

E Param.: -7.01, Deviation: ±0.16

*** J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
4-cyano-6-nitro-benzofuroxane
C7H2N4O4 *

E Param.: -6.41, Deviation: ±0.38

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

E Param.: -5.86, Deviation: ±0.36

*** J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
(2,4,6-trimethylphenyl)ethylium ion
C11H15 *

E Param.: 6.04

* Macromolecules 2005, 38, 33-40
10.1021/ma048389o
1,3-bis(2,4,6-trimethylphenyl)but-1-ylium ion
C22H29 *

E Param.: 6.16

* Macromolecules 2005, 38, 33-40
10.1021/ma048389o
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
jul-indan-1,3-dione
C22H19NO2 *

E Param.: -14.68

*** Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
aniBBS
C14H14N2O4 *

E Param.: -10.37

*** J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
dmaBBS
C15H17N3O3 *

E Param.: -12.76

*** J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
julBBS
C19H21N3O3 *

E Param.: -13.84

*** J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
dma(S)BBS
C15H17N3O2S *

E Param.: -10.73

*** J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
jul(S)BBS
C19H21N3O2S *

E Param.: -11.89

*** J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
4-nitrobenzodifuroxan (NBDF)
C6HN5O6 *

E Param.: -6.15

*** Chem. Eur. J. 2007, 13, 8317-8324
10.1002/chem.200700676
benzylidene-Meldrum's acid
C13H12O4 *

E Param.: -9.15

*** J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
p-(methoxy)benzylidene Meldrum's acid
C14H14O5 *

E Param.: -10.28

*** J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
p-(dimethylamino)benzylidene Meldrum's acid
C15H17NO4 *

E Param.: -12.76

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