Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
4-(bis(trimethylsiloxy)amino)pent-4-enoic acid methyl ester	dichloromethane	N Param.: 3.84 s_N Param.: 0.87	J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927
4-(2-(fluorodiphenylmethyl)pyrrolidin-1-yl)pyridine	dichloromethane	N Param.: 14.57 s_N Param.: 0.75	Eur. J. Org. Chem. 2014, , 1202-1211 10.1002/ejoc.201301730
4-(1-azidovinyl)-1,1'-biphenyl	dichloromethane	N Param.: 5.17 s_N Param.: 0.86	Chem. Commun. 2026, 62, 5041-5045 10.1039/d6cc00190d
4,5-dimethyl-2-vinyl-1,3-dioxolane	dichloromethane	N Param.: -2.60 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
4,5-dimethyl-1,3-dioxolane (anti)	dichloromethane	N Param.: -2.40 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
4,4-dimethyl-glutarimide anion (in DMSO)	DMSO	N Param.: 17.52 s_N Param.: 0.63	J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883
4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane (in CH2Cl2)	dichloromethane	N Param.: -0.64 s_N Param.: 1.10	J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240
33% water/67% MeCN (v/v)	water-MeCN mix	N Param.: 5.02 s_N Param.: 0.90	J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z
33% methanol/67% MeCN (v/v)	MeOH-MeCN mix	N Param.: 6.38 s_N Param.: 0.92	J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z
33% ethanol/67% MeCN (v/v)	EtOH-MeCN mix	N Param.: 6.06 s_N Param.: 0.90	J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z