N-Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
piperidine (in water)	water	N Param.: 18.13 s_N Param.: 0.44	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
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
proline (anionic, in water)	water	N Param.: 18.08 s_N Param.: 0.50	Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h
propargylamine (in water)	water	N Param.: 12.29 s_N Param.: 0.59	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
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
purine anion (in water)	water	N Param.: 11.00 s_N Param.: 0.54	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
pyridine (in CH2Cl2)	dichloromethane	N Param.: 12.90 s_N Param.: 0.67	Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941
pyridine (in H2O)	water	N Param.: 11.05 s_N Param.: 0.73	Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941
pyridine (in MeCN)	MeCN	N Param.: 13.60 s_N Param.: 0.60	Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504
pyrrolidine (in 91M9AN)	MeOH-MeCN mix	N Param.: 15.97 s_N Param.: 0.63	Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542
pyrrolidine (in water)	water	N Param.: 17.21 s_N Param.: 0.49	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
pyrrolidine (inMeCN)	MeCN	N Param.: 18.58 s_N Param.: 0.61	J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877
quinidine	dichloromethane	N Param.: 10.54 s_N Param.: 0.74	J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w
quinine	dichloromethane	N Param.: 10.46 s_N Param.: 0.75	J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w
quinuclidine (in MeCN)	MeCN	N Param.: 20.54 s_N Param.: 0.60	Angew. Chem. Int. Ed. 2007, 46, 6176-6179 10.1002/anie.200701489
saccharin anion (in MeCN)	MeCN	N Param.: 10.78 s_N Param.: 0.89	J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883
semicarbazide (in water)	water	N Param.: 11.05 s_N Param.: 0.52	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
serine (anionic, in water)	water	N Param.: 13.16 s_N Param.: 0.55	Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h
succinimide anion (in DMSO)	DMSO	N Param.: 16.03 s_N Param.: 0.66	J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883
TCAP (in MeCN)	MeCN	N Param.: 15.60 s_N Param.: 0.68	Chem. Eur. J. 2013, 19, 6435-6442 10.1002/chem.201204452