Mayr's Database of Reactivity Parameters

Pyridines, Quinolines etc.

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
4-pyrrolidinopyridine (in MeCN)
C9H12N2*
MeCN

N  Param.: 14.99

sN Param.: 0.69
***Chem. Eur. J. 2013, 19, 6435-6442
10.1002/chem.201204452
6-methoxy-quinoline (in MeCN)
*
MeCN

N  Param.: 10.86

sN Param.: 0.66
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
nicotine (in CH2Cl2)
C10H14N2*
dichloromethane

N  Param.: 10.40

sN Param.: 1.04
***J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
nicotine (in MeCN)
C10H14N2*
MeCN

N  Param.: 11.60

sN Param.: 0.81
***J. Phys. Org. Chem. 2016, 29, 759-767
10.1002/poc.3580
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
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
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
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((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(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
pyridine (in CH2Cl2)
C5H5N*
dichloromethane

N  Param.: 12.90

sN Param.: 0.67
*Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
pyridine (in H2O)
C5H5N*
water

N  Param.: 11.05

sN Param.: 0.73
***Chem. Eur. J. 2007, 13, 336-345
10.1002/chem.200600941
pyridine (in MeCN)
C5H5N*
MeCN

N  Param.: 13.60

sN Param.: 0.60
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
quinidine
*
dichloromethane

N  Param.: 10.54

sN Param.: 0.74
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
quinine
*
dichloromethane

N  Param.: 10.46

sN Param.: 0.75
***J. Org. Chem. 2009, 74, 7157-7164
10.1021/jo901670w
TCAP (in MeCN)
C11H14N2*
MeCN

N  Param.: 15.60

sN Param.: 0.68
***Chem. Eur. J. 2013, 19, 6435-6442
10.1002/chem.201204452