Mayr's Database of Reactivity Parameters

S- and Se-Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
thiophenolate (in DMSO)
C6H5S- *
DMSO

N  Param.: 23.36

sN Param.: 0.74
*** J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
thiocyanate (in MeCN)
CNS *
MeCN

N  Param.: 17.94

sN Param.: 0.60
*** J. Am. Chem. Soc. 2003, 125, 14126-14132
10.1021/ja037317u
thioacetate (in MeCN)
*
MeCN

N  Param.: 21.20

sN Param.: 0.63
*** Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
tetrahydrothiopyran (in CH2Cl2)
C5H10S *
dichloromethane

N  Param.: 11.94

sN Param.: 0.75
** Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
tetrahydrothiophene (in MeCN)
C4H8S *
MeCN

N  Param.: 13.30

sN Param.: 0.72
- Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
tetrahydrothiophene (in CH2Cl2)
C4H8S *
dichloromethane

N  Param.: 13.10

sN Param.: 0.72
- Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
SO3(2-) (in water)
O3S *
water

N  Param.: 16.83

sN Param.: 0.56
*** J. Am. Chem. Soc. 2003, 125, 286-295
10.1021/ja021010y
pyrrolidin-1-yl dithiocarbamate (in MeCN)
*
MeCN

N  Param.: 22.40

sN Param.: 0.63
*** Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
piperidin-1-yl dithiocarbamate (in MeCN)
*
MeCN

N  Param.: 23.84

sN Param.: 0.57
*** Org. Biomol. Chem. 2011, 9, 8046-8050
10.1039/c1ob06245j
phenylsulfinate (in MeCN)
*
MeCN

N  Param.: 20.11

sN Param.: 0.59
*** J. Am. Chem. Soc. 2010, 132, 4796-4805
10.1021/ja9102056