Mayr's Database of Reactivity Parameters

Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
o-nitrophenolate (in DMF)
C6H4NO3 *
DMF

N  Param.: 16.65

sN Param.: 0.70
*** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-nitrophenolate (in DMSO)
C6H4NO3 *
DMSO

N  Param.: 15.48

sN Param.: 0.71
*** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-nitrophenolate (in DMF)
C6H4NO3 *
DMF

N  Param.: 15.05

sN Param.: 0.80
*** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-nitrophenolate (in MeCN)
C6H4NO3 *
MeCN

N  Param.: 15.14

sN Param.: 0.82
*** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-nitrophenolate (in MeCN)
C6H4NO3 *
MeCN

N  Param.: 15.83

sN Param.: 0.80
*** J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
cysteine (dianionic, in water)
C3H5NO2S *
water

N  Param.: 23.43

sN Param.: 0.42
*** Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate
C18H21BF3LiO2S *
MeCN

N  Param.: 6.24

sN Param.: 1.00
** Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
potassium trifluoro(furan-2-yl)borate
C4H3BF3KO *
MeCN

N  Param.: 5.99

sN Param.: 0.79
** J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
((3,4-dihydro-2H-pyran-6-yl)methoxy)triisopropylsilane (in MeCN)
C15H30O2Si *
MeCN

N  Param.: 2.87

sN Param.: 0.66
*** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
((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, 147, 5043-5050
10.1021/jacs.4c14825