Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
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
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
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
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
thioacetate (in MeCN)	MeCN	N Param.: 21.20 s_N Param.: 0.63	Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j
Me2S(O)=CH2 (in DMSO)	DMSO	N Param.: 21.29 s_N Param.: 0.47	J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749
4-methyl-imidazole anion (in DMSO)	DMSO	N Param.: 21.29 s_N Param.: 0.51	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
m-nitrophenolate (in DMSO)	DMSO	N Param.: 21.29 s_N Param.: 0.54	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
4-(trifluoromethyl)thiophenolate (in DMSO)	DMSO	N Param.: 21.30 s_N Param.: 0.86	J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)	THF	N Param.: 21.36 s_N Param.: 0.42	Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790
3-mesityl-1-methyl-1H-imidazol-3-ium-2-ide (in THF)	THF	N Param.: 21.50 s_N Param.: 0.45	Org. Lett. 2016, 18, 3566-3569 10.1021/acs.orglett.[...]
anion of nitroethane (in DMSO)	DMSO	N Param.: 21.54 s_N Param.: 0.62	J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182
1-(4-(dimethylamino)pyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)	DMSO	N Param.: 21.61 s_N Param.: 0.58	J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h
p-(trifluoromethyl)phenolate (in MeCN)	MeCN	N Param.: 21.69 s_N Param.: 0.53	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
p-(tert-butyl)phenolate (in MeCN)	MeCN	N Param.: 21.70 s_N Param.: 0.58	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
1,3-dimesityl-1H-imidazol-3-ium-2-ide (in THF)	THF	N Param.: 21.72 s_N Param.: 0.45	Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435
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
3-(trifluoromethyl)thiophenolate (in DMSO)	DMSO	N Param.: 21.75 s_N Param.: 0.86	J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025
p-(trifluoromethyl)phenolate (in DMF)	DMF	N Param.: 22.05 s_N Param.: 0.53	J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485
anion of nitroethane (in DMF)	DMF	N Param.: 22.21 s_N Param.: 0.48	Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329