Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
thioacetate (in MeCN)	MeCN	N Param.: 21.20 s_N Param.: 0.63	Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j
1,3,5-trimethyl-2-methylene-1,2-dihydropyridine (in DMSO)	DMSO	N Param.: 21.16 s_N Param.: 0.59	Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373
anion of diethyl methylmalonate (in DMSO)	DMSO	N Param.: 21.13 s_N Param.: 0.68	J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e
imidazole anion (in DMSO)	DMSO	N Param.: 21.09 s_N Param.: 0.51	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
Me2S=CH(4-CN-C6H4) (in DMSO)	DMSO	N Param.: 21.07 s_N Param.: 0.68	J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749
2-methyl-imidazole anion (in DMSO)	DMSO	N Param.: 21.03 s_N Param.: 0.50	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
o,o'-di-tert-butylphenolate (in DMSO)	DMSO	N Param.: 21.02 s_N Param.: 0.59	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
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
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
1,3-di-tert-butyl-2,3-dihydro-1H-benzo[d][1,3,2]diazaphosphole (in MeCN)	MeCN	N Param.: 20.93 s_N Param.: 0.43	Angew. Chem. Int. Ed. 2019, 58, 5983-5987 10.1002/anie.201901456