Mayr's Database of Reactivity Parameters

Electrophiles

1 | 2 | 3 | 4 | 5 | 6 | 7 Found 330 molecules, displaying page 3 of 7 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
MacMillan-iminium ion (2nd generation)
*
MeCN

E Param.: -5.52

***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
(mor)2CH+
C21H25N2O2*

E Param.: -5.53

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
Vilsmeier ion
C3H7ClN*

E Param.: -5.77

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
4-aza-6-nitrobenzofuroxan
C5H2N4O4*

E Param.: -5.86

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
(mpa)2CH+
C27H25N2*

E Param.: -5.89

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(S,E)-5-benzyl-2,2,3-trimethyl-1-((E)-3-(4-nitrophenyl)allylidene)-4-oxoimidazolidin-1-ium
C22H24N3O3*
dichloromethane

E Param.: -5.90

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(2S,5S)-5-benzyl-3-methyl-4-oxo-1-(3-phenylallylidene)-2-((E)-styryl)imidazolidin-1-ium
C28H27N2O*
dichloromethane

E Param.: -5.90

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
2-phenyl-1,3-dithiolan-2-ylium ion
C9H9S2*

E Param.: -5.91

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
bis(1-methylindol-3-yl)methylium ion
C19H17N2*

E Param.: -5.99

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
(S,E)-2,2,3-trimethyl-4-oxo-5-((perfluorophenyl)methyl)-1-((E)-3-phenylallylidene)imidazolidin-1-ium
C22H20F5N2O*
dichloromethane

E Param.: -6.00

**Angew. Chem. Int. Ed. 2013, 52, 7967-7971
10.1002/anie.201301864
(S,E)-5-benzyl-1-((E)-3-(4-cyanophenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium
C23H24N3O*
dichloromethane

E Param.: -6.00

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
N-(phenylsulfonyl)-N-((trifluoromethyl)thio)benzenesulfonamide
*

E Param.: -6.06

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
(S,E)-5-benzyl-2,2,3-trimethyl-1-((E)-3-(3-nitrophenyl)allylidene)-4-oxoimidazolidin-1-ium
C22H24N3O3*
dichloromethane

E Param.: -6.10

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
4-nitrobenzodifuroxan (NBDF)
C6HN5O6*

E Param.: -6.15

***Chem. Eur. J. 2007, 13, 8317-8324
10.1002/chem.200700676
1-phenyl-propyn-1-ylium-Co2(CO)5(PPh3)
*

E Param.: -6.19

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

E Param.: -6.41

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
2-phenyl-1,3-dithianylium ion
C10H11S2*

E Param.: -6.43

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
N-(trifluoromethyl)thio)saccharin
*

E Param.: -6.48

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
dimethylmethyleneammonium ion
C3H8N*

E Param.: -6.69

*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
bis(5-methoxy-1-methylindol-3-yl)methylium ion
C21H21N2O2*

E Param.: -6.90

***J. Org. Chem. 2015, 80, 8643-8656
10.1021/acs.joc.5b01298
(S,E)-2,2,3-trimethyl-4-oxo-1-((E)-3-phenylallylidene)-5-(3,4,5-trimethoxybenzyl)imidazolidin-1-ium
C25H31N2O4*
dichloromethane

E Param.: -7.00

**Angew. Chem. Int. Ed. 2013, 52, 7967-7971
10.1002/anie.201301864
6-cyano-4-nitrobenzofuroxan
C7H2N4O4*

E Param.: -7.01

***J. Org. Chem. 2005, 70, 6242-6253
10.1021/jo0505526
(dma)2CH+
C17H21N2*

E Param.: -7.02

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
N-methylacridinium ion
C14H12N*

E Param.: -7.15

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(S,E)-5-benzyl-2,2,3-trimethyl-4-oxo-1-((E)-3-(p-tolyl)allylidene)imidazolidin-1-ium
C23H27N2O*
dichloromethane

E Param.: -7.20

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
(S,E)-5-((1H-indol-3-yl)methyl)-2,2,3-trimethyl-4-oxo-1-((E)-3-phenylallylidene)imidazolidin-1-ium
C24H26N3O*
dichloromethane

E Param.: -7.30

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
MacMillan-iminium ion (1st generation)
C22H25N2O+*
MeCN

E Param.: -7.37

***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
diarylallylium ion (4-NMe2)2
*

E Param.: -7.50

***J. Org. Chem. 2011, 76, 9391-9408
10.1021/jo201668w
(ethene-1,1-diyldisulfonyl)dibenzene
*
DMSO

E Param.: -7.50

***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
MacMillan-iminium ion (spiro)
*
MeCN

E Param.: -7.67

***Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
(pyr)2CH+
C21H25N2*

E Param.: -7.69

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
p-tosyl isocyanate
C8H7NO3S*
MeCN

E Param.: -7.69

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
C6H7+-Fe(CO)3
*

E Param.: -7.76

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
(4-NMe2)-tritylium ion
*

E Param.: -7.93

-J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
(S,E)-5-benzyl-1-((E)-3-(4-methoxyphenyl)allylidene)-2,2,3-trimethyl-4-oxoimidazolidin-1-ium
C23H27N2O2*
dichloromethane

E Param.: -8.00

**Asian J. Org. Chem. 2014, 3, 550-555
10.1002/ajoc.201402009
Jorgensen/Hayashi-iminium ion
C29H34NOSi+*

E Param.: -8.20

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
(thq)2CH+
C21H25N2*

E Param.: -8.22

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
p-CF3-C6H4-CH=N+Me2 (in MeCN)
C10H11F3N*
MeCN

E Param.: -8.34

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
5-methoxyfuroxano[3,4-d]pyrimidine
C5H4N4O3*

E Param.: -8.37

***J. Phys. Org. Chem. 2003, 16, 431-437
10.1002/poc.606
NFSI
C12H10FNO4S2*
MeCN

E Param.: -8.44

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
(PhCH2)2N+=CH-CH-Ph
C23H22N+*

E Param.: -8.50

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
fc2CH+
C21H19Fe2*

E Param.: -8.54

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
mor iminium
C13H16NO+*

E Param.: -8.60

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
ani(Br)2QM
C14H10Br2O2*

E Param.: -8.63

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
(ind)2CH+
C19H21N2*

E Param.: -8.76

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
o-chloranil (C=O)
C6Cl4O2*

E Param.: -8.77

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
dibenzyl azodicarboxylate
*
MeCN

E Param.: -8.89

***Chem. Eur. J. 2010, 16, 11670-11677
10.1002/chem.201001598