Mayr's Database of Reactivity Parameters

Pyridines, Quinolines etc.

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
TCAP (in MeCN)
C11H14N2*
MeCN

N  Param.: 15.60

sN Param.: 0.68
***Chem. Eur. J. 2013, 19, 6435-6442
10.1002/chem.201204452
2-(naphthylmethyl)quinuclidine (in MeCN)
*
MeCN

N  Param.: 15.66

sN Param.: 0.62
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
4-(dimethylamino)pyridine (in CH2Cl2)
C7H10N2*
dichloromethane

N  Param.: 15.80

sN Param.: 0.66
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-pyrrolidinopyridine (in CH2Cl2)
C9H12N2*
dichloromethane

N  Param.: 15.90

sN Param.: 0.67
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
4-(dimethylamino)pyridine (in THF)
*
THF

N  Param.: 15.90

sN Param.: 0.66
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in MeCN)
C6H4F3N2O2S-*
MeCN

N  Param.: 16.38

sN Param.: 0.60
***J. Am. Chem. Soc. 2025, xx, ASAPArticle
10.1021/jacs.4c14825
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4P+) (in MeCN)
C6H4F3N2O2S-*
MeCN

N  Param.: 16.48

sN Param.: 0.60
***J. Org. Chem. 2025, xx, ASAPArticle
10.1021/acs.joc.4c02668
2-Me super-dmap (in MeCN)
*
MeCN

N  Param.: 16.65

sN Param.: 0.58
***Org. Lett. 2011, 13, 530-533
10.1021/ol1029589
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4N+) (in MeCN)
C6H4F3N2O2S-*
MeCN

N  Param.: 16.68

sN Param.: 0.59
***J. Org. Chem. 2025, xx, ASAPArticle
10.1021/acs.joc.4c02668
2-Et super-dmap (in MeCN)
*
MeCN

N  Param.: 16.81

sN Param.: 0.60
***Org. Lett. 2011, 13, 530-533
10.1021/ol1029589
pyridin-4-yl(tosyl)amide (Ph4P+) (in MeCN)
C12H11N2O2S- *
MeCN

N  Param.: 17.19

sN Param.: 0.64
***J. Org. Chem. 2025, xx, ASAPArticle
10.1021/acs.joc.4c02668
((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in MeCN)
C12H11N2O3S-*
MeCN

N  Param.: 17.28

sN Param.: 0.65
***J. Am. Chem. Soc. 2025, xx, ASAPArticle
10.1021/jacs.4c14825
2-Bn super-dmap (in MeCN)
*
MeCN

N  Param.: 17.69

sN Param.: 0.57
***Org. Lett. 2011, 13, 530-533
10.1021/ol1029589
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in CH2Cl2)
C6H4F3N2O2S-*
dichloromethane

N  Param.: 17.88

sN Param.: 0.73
***J. Am. Chem. Soc. 2025, xx, ASAPArticle
10.1021/jacs.4c14825
pyridin-4-yl((4-(trifluoromethyl)phenyl)sulfonyl)amide (Ph4P+) (in MeCN)
C12H8F3N2O2S-*
MeCN

N  Param.: 19.51

sN Param.: 0.47
***J. Org. Chem. 2025, xx, ASAPArticle
10.1021/acs.joc.4c02668
((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in CH2Cl2)
C12H11N2O3S-*
dichloromethane

N  Param.: 19.63

sN Param.: 0.65
***J. Am. Chem. Soc. 2025, xx, ASAPArticle
10.1021/jacs.4c14825