N-Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
purine anion (in DMSO)	DMSO	N Param.: 15.03 s_N Param.: 0.77	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
propargylamine (in water)	water	N Param.: 12.29 s_N Param.: 0.59	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
proline (anionic, in water)	water	N Param.: 18.08 s_N Param.: 0.50	Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h
prolinate (in MeCN)	MeCN	N Param.: 19.95 s_N Param.: 0.68	J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877
piperidine (in water)	water	N Param.: 18.13 s_N Param.: 0.44	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
piperidine (in MeCN)	MeCN	N Param.: 17.35 s_N Param.: 0.68	Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925
piperidine (in DMSO)	DMSO	N Param.: 17.19 s_N Param.: 0.71	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
piperidine (in 91M9AN)	MeOH-MeCN mix	N Param.: 15.63 s_N Param.: 0.64	Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542
piperazine (in water)	water	N Param.: 17.22 s_N Param.: 0.50	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
phthalimide anion (in DMSO)	DMSO	N Param.: 15.52 s_N Param.: 0.67	J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883