Mayr's Database of Reactivity Parameters

Electrophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
p-nitrophenyl isothiocyanate
C7H4N2O2S *
DMSO

E Param.: -15.89

*** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
diphenylcarbodiimide
C13H10N2 *
DMSO

E Param.: -20.14

*** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
carbon disulfide
CS2 *
DMSO

E Param.: -17.70

*** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
3-methylcyclohexenone
C7H10O *
DMSO

E Param.: -29.60

* 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
MacMillan-iminium ion (1st generation)
C22H25N2O+ *
MeCN

E Param.: -7.37

*** Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
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
5,7,7-trichloro-8(7H)-quinolinone
*
MeCN

E Param.: -10.48

*** Org. Lett. 2010, 12, 2238-2241
10.1021/ol100592j
2,2,4-trichloro-1(2H)-naphthalenone
*
MeCN

E Param.: -11.24

*** Org. Lett. 2010, 12, 2238-2241
10.1021/ol100592j
dibenzyl azodicarboxylate
*
MeCN

E Param.: -8.89

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

E Param.: -10.15

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

E Param.: -10.71

*** Chem. Eur. J. 2010, 16, 11670-11677
10.1002/chem.201001598
di-tert-butyl azodicarboxylate
*
MeCN

E Param.: -12.23

*** Chem. Eur. J. 2010, 16, 11670-11677
10.1002/chem.201001598
MacMillan-iminium ion (2nd generation)
*
MeCN

E Param.: -5.52

*** Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
MacMillan-iminium ion (spiro)
*
MeCN

E Param.: -7.67

*** Angew. Chem. Int. Ed. 2011, 50, 9953-9956
10.1002/anie.201103683
PhCH=N+Me2 (in MeCN)
C9H12N *
MeCN

E Param.: -9.27

*** J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
pTolCH=N+CH2 (in MeCN)
C10H14N *
MeCN

E Param.: -9.64

*** 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
PhCH=N+(CH2)4 (in MeCN)
C11H14N *
MeCN

E Param.: -9.35

*** 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
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
2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ)
C8Cl2N2O2 *
MeCN

E Param.: -3.66

*** J. Am. Chem. Soc. 2013, 135, 12377-12387
10.1021/ja405890d
NFSI
C12H10FNO4S2 *
MeCN

E Param.: -8.44

*** J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
phenyl isocyanate
C7H5NO *
MeCN

E Param.: -15.38

*** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
p-tosyl isocyanate
C8H7NO3S *
MeCN

E Param.: -7.69

*** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
1,2-diaza-1,3-diene 1e
*
MeOH

E Param.: -14.90

* Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828
1,2-diaza-1,3-diene 1f
*
MeOH

E Param.: -15.30

* Chem. Eur. J. 2010, 16, 12008-12016
10.1002/chem.201000828