Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
4-methylthiophenolate (in DMSO)	DMSO	N Param.: 24.35 s_N Param.: 0.69	J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025
4-nitro-imidazole anion (in DMSO)	DMSO	N Param.: 14.81 s_N Param.: 0.71	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
4-nitro-imidazole anion (in water)	water	N Param.: 11.37 s_N Param.: 0.53	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
4-nitroperoxybenzoate (in H2O)	water	N Param.: 17.43 s_N Param.: 0.50	Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086
4-nitrothiophenolate (in DMSO)	DMSO	N Param.: 18.92 s_N Param.: 0.87	J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025
4-pyridone anion (in DMSO)	DMSO	N Param.: 18.97 s_N Param.: 0.62	J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u
4-pyridone anion (in MeCN)	MeCN	N Param.: 20.22 s_N Param.: 0.49	J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u
4-pyridone anion (in water)	water	N Param.: 14.76 s_N Param.: 0.48	J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u
4-pyrrolidinopyridine (in CH2Cl2)	dichloromethane	N Param.: 15.90 s_N Param.: 0.67	Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941
4-pyrrolidinopyridine (in H2O)	water	N Param.: 12.39 s_N Param.: 0.66	Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941
4-pyrrolidinopyridine (in MeCN)	MeCN	N Param.: 14.99 s_N Param.: 0.69	Chem. Eur. J. 2013, 19, 6435-6442 10.1002/chem.201204452
40% water/60%EtOH (v/v)	water-EtOH mix	N Param.: 6.28 s_N Param.: 0.87	J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z
40% water/60%TFE (v/v)	water-TFE mix	N Param.: 3.42 s_N Param.: 0.90	J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z
5% water/95% HFIP (w/w)	water-HFIP mix	N Param.: -0.10 s_N Param.: 0.97	J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064
5,6-dimethyl-benzimidazole (in DMSO)	DMSO	N Param.: 11.08 s_N Param.: 0.71	Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide	MeCN	N Param.: 7.15 s_N Param.: 0.81	Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)	DMSO	N Param.: 14.48 s_N Param.: 0.86	Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide	MeCN	N Param.: 6.21 s_N Param.: 0.68	Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)	DMSO	N Param.: 15.13 s_N Param.: 0.75	Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161
5-(4-cyanobenzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)	DMSO	N Param.: 13.79 s_N Param.: 0.86	Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161