S- and Se-Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
thiophenolate (in DMSO)	DMSO	N Param.: 23.36 s_N Param.: 0.74	J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025
thiocyanate (in MeCN)	MeCN	N Param.: 17.94 s_N Param.: 0.60	J. Am. Chem. Soc. 2003, 125, 14126-14132 10.1021/ja037317u
thioacetate (in MeCN)	MeCN	N Param.: 21.20 s_N Param.: 0.63	Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j
tetrahydrothiopyran (in CH2Cl2)	dichloromethane	N Param.: 11.94 s_N Param.: 0.75	Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977
tetrahydrothiophene (in MeCN)	MeCN	N Param.: 13.30 s_N Param.: 0.72	Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977
tetrahydrothiophene (in CH2Cl2)	dichloromethane	N Param.: 13.10 s_N Param.: 0.72	Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977
SO3(2-) (in water)	water	N Param.: 16.83 s_N 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 s_N Param.: 0.63	Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j
piperidin-1-yl dithiocarbamate (in MeCN)	MeCN	N Param.: 23.84 s_N Param.: 0.57	Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j
phenylsulfinate (in MeCN)	MeCN	N Param.: 20.11 s_N Param.: 0.59	J. Am. Chem. Soc. 2010, 132, 4796-4805 10.1021/ja9102056
phenylsulfinate (in DMSO)	DMSO	N Param.: 19.60 s_N Param.: 0.60	J. Am. Chem. Soc. 2010, 132, 4796-4805 10.1021/ja9102056
phenylsulfinate (in 50W50AN)	water-MeCN mix	N Param.: 13.75 s_N Param.: 0.68	J. Am. Chem. Soc. 2010, 132, 4796-4805 10.1021/ja9102056
O-isopropyl dithiocarbonate (in MeCN)	MeCN	N Param.: 18.27 s_N Param.: 0.78	Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j
O-ethyl dithiocarbonate (in MeCN)	MeCN	N Param.: 19.30 s_N Param.: 0.69	Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j
naphthalene-2-thiolate (in DMSO)	DMSO	N Param.: 22.55 s_N Param.: 0.83	J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025
N,N-dimethyl dithiocarbamate (in MeCN)	MeCN	N Param.: 20.93 s_N Param.: 0.69	Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j
morpholin-1-yl dithiocarbamate (in MeCN)	MeCN	N Param.: 21.72 s_N Param.: 0.64	Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j
glutathione GSH(NH3+/S-)	water	N Param.: 20.97 s_N Param.: 0.56	Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803
dimethylsulfide (in MeCN)	MeCN	N Param.: 12.70 s_N Param.: 0.72	Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977
dimethylsulfide (in CH2Cl2)	dichloromethane	N Param.: 12.32 s_N Param.: 0.72	Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977