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Mayr's Database Of Reactivity Parameters: Searches
Mayr's Database of Reactivity Parameters

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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

News

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  • 01/30/25:
    Sesamol-derived ortho-quinone methides (o-QM) have been added (ChemEurJ 2024, e202403785 & OBC 2025, 23, 827-834)
  • 05/22/24:
    Lactone enolates have been added (JOC 2024, 89, 6915-6928).
  • 11/13/24:
    2-Methylene-1,2-dihydropyridines (2-pyNHOs) have been added (EurJOC 2024, 27, e202400373).
  • 05/21/24:
    Mesoionic pyridinium-derived N-heterocyclic olefins (py-mNHOs) have been added (Angew. Chem. Int. Ed. 2024, 63, e202318283).
  • 10/19/23:
    Enamines derived from 4-(alkylthio)-3-imidazolines and aldehydes have been added (ChemEurJ 2023, doi: 10.1002/chem.202302764).
  • 09/28/23:
    Mesoionic N-heterocyclic olefins (mNHOs) have been added (Angew. Chem. Int. Ed. 2023, 62, e202309790).
  • 07/05/23:
    S-Cyanomethylated imidazolidine-4-thione-derived enamines have been added (ChemComm 2023, 59, 8091).
  • 03/16/23:
    Cyclic alpha-diazo carbonyl compounds added (EurJOC 2023, 26, e202300005)
  • 01/30/23:
    NADH and NADPH reactivities (in water, pH 7) determined by Mayer and Moran have been added (OBC 2022, 21, 85-88).
  • 09/20/22:
    Alkenyl boronate nucleophilicity by Liu, Ready and co-workers has been added (JACS 2022, 144, 16118).
  • 01/30/23:
    Electrophilicities of diazo compounds in azo couplings (ChemEurJ 2022, 28, e202201376)
  • 01/30/23:
    Diazocyclopentadiene added (Synthesis 2023, 55, 354-358)
  • 01/30/23:
    Electrophilic indoles added (ChemCommun 2021, 57, 10071-10074)
  • 04/13/21:
    Cyclic Michael acceptors added (Chem. Sci. 2021, 12, 4850-4865)
  • 05/21/21:
    Thiophenolates (in DMSO) added (JOC 2021, 86, 5965-5972)
  • 05/06/20:
    Heteroallenes added (JACS 2020, 142, 8383-8402).
  • 01/27/20:
    Pyrrolidines and Imidazolidinones added (JACS 2020, 142, 1526-1547).
  • 05/06/20:
    GSH reactivity added (Angew. Chem. Int. Ed. 2019, 58, 17704-17708)
  • 01/30/23:
    Phenolates added (JOC 2019, 84, 8837-8858)
  • 04/24/18:
    Ketones added (JACS 2018, 140, 5500).
  • 11/03/17:
    Allyl-boron nucleophiles added (JACS 2017, 139, 15324)
  • 04/23/18:
    Peroxide anions added (Angew. Chem. Int. Ed. 2017, 56, 13279).
  • 04/23/18:
    Michael acceptors added (JACS 2017, 139, 13318).
  • 06/16/17:
    Nucleophilicities of VNS reagents (JOC 2017, 82, 1011).