Mayr's Database of Reactivity Parameters

Electrophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = Ph)
*

E Param.: -14.14

***Organometallics 2012, 31, 2416-2424
10.1021/om3000357
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = 4-(dimethylamino)phenyl)
*

E Param.: -14.46

***Organometallics 2012, 31, 2416-2424
10.1021/om3000357
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = 3,5-difluorophenyl)
*

E Param.: -14.21

***Organometallics 2012, 31, 2416-2424
10.1021/om3000357
Vilsmeier ion
C3H7ClN*

E Param.: -5.77

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

E Param.: -3.72

***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
tol(t-Bu)2QM
C22H28O*

E Param.: -15.83

****Angew. Chem. Int. Ed. 2002, 41, 91-95
10.1002/1521-3773(20[...]
tol(Ph)CH+
C14H13*

E Param.: 4.43

*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
thian-4-one (in DMSO)
C5H8OS*
DMSO

E Param.: -16.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
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
Selectfluor
C7H14ClFN2*

E Param.: -5.20

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
pyrN+=CH-CH-Ph
C13H16N+*

E Param.: -9.80

***Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
pTolCH=N+CH2 (in MeCN)
C10H14N*
MeCN

E Param.: -9.64

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
propyn-1-ylium-Co2(CO)6
*

E Param.: -0.84

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
pop(tol)CH+
C20H17O*

E Param.: 2.16

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
pop(Ph)CH+
C19H15O*

E Param.: 2.90

*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
pipN+=CH-CH-Ph
C14H18N+*

E Param.: -10.30

*Angew. Chem. Int. Ed. 2008, 47, 8723-8726
10.1002/anie.200802889
phenyl isothiocyanate
C7H5NS*
DMSO

E Param.: -18.15

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
phenyl isocyanate
C7H5NO*
MeCN

E Param.: -15.38

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
PhCH=N+Me2 (in MeCN)
C9H12N*
MeCN

E Param.: -9.27

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
PhCH=N+(CH2)5 (in MeCN)
C12H16N*
MeCN

E Param.: -9.60

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
PhCH=N+(CH2)4 (in MeCN)
C11H14N*
MeCN

E Param.: -9.35

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
pfp(Ph)CH+
C13H10F*

E Param.: 5.20

*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
pentan-2-one (in DMSO)
C5H10O*
DMSO

E Param.: -22.30

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
Pd-allyl cation
*

E Param.: -10.11

***Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
p-tosyl isocyanate
C8H7NO3S*
MeCN

E Param.: -7.69

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
p-quinone (C-H)
C6H4O2*

E Param.: -16.19

**J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
p-nitrophenyl isothiocyanate
C7H4N2O2S*
DMSO

E Param.: -15.89

***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
p-nitro-cinnamaldehyde (in DMSO)
C9H7NO3*
DMSO-J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
p-fluoranil (C=O)
C6F4O2*

E Param.: -9.37

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
p-fluoranil (C-F)
C6F4O2*

E Param.: -11.12

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
p-chloranil (C=O)
C6Cl4O2*

E Param.: -12.13

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
p-chloranil (C-Cl)
C6Cl4O2*

E Param.: -13.84

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
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
p-AniCH=N+Me2 (in MeCN)
C10H14NO*
MeCN

E Param.: -10.69

***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
p-(methoxy)benzylidenemalononitril
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)benzylidenemalononitril
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
oxan-4-one (in DMSO)
C5H8O2*
DMSO

E Param.: -17.90

*J. Am. Chem. Soc. 2018, 140, 5500-5515
10.1021/jacs.8b01657
o-chloranil (C=O)
C6Cl4O2*

E Param.: -8.77

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
o-chloranil (C-Cl)
C6Cl4O2*

E Param.: -12.02

***J. Am. Chem. Soc. 2014, 136, 11499-11512
10.1021/ja505613b
NFSI
C12H10FNO4S2*
MeCN

E Param.: -8.44

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
N-methylacridinium ion
C14H12N*

E Param.: -7.15

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

E Param.: -13.44

***Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-methyl-N-((trifluoromethyl)thio)-aniline
*

E Param.: -23.32

*Angew. Chem. Int. Ed. 2018, 57, 12690-12695
10.1002/anie.201805859
N-methyl maleimide
C5H7NO2*
DMSO

E Param.: -14.07

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
N-fluoropyridinium tetrafluoroborate
C5H5FN*

E Param.: -9.89

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
N-fluoro-2,6-dichloropyridinium tetrafluoroborate
*

E Param.: -5.29

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
N-fluoro-2,4,6-trimethylpyridinium tetrafluoroborate
*

E Param.: -10.46

***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147