N-Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
1-methyl-imidazole (in MeCN)	MeCN	N Param.: 11.90 s_N Param.: 0.73	Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b
isopropylamine (in water)	water	N Param.: 12.00 s_N Param.: 0.56	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
(S)-2-(diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine	MeCN	N Param.: 12.03 s_N Param.: 0.98	J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877
methyl glycinate (in water)	water	N Param.: 12.08 s_N Param.: 0.60	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
guanosine anion (in water)	water	N Param.: 12.09 s_N Param.: 0.52	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
thiocyanate (in MeCN)	MeCN	N Param.: 12.13 s_N Param.: 0.60	J. Am. Chem. Soc. 2003, 125, 14126-14132 10.1021/ja037317u
2,2,2-trifluoroethylamine (in DMSO)	DMSO	N Param.: 12.15 s_N Param.: 0.65	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
4-aminopyridine (in H2O)	water	N Param.: 12.19 s_N Param.: 0.66	Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941
hydroxylamine (in 91M9AN)	MeOH-MeCN mix	N Param.: 12.23 s_N Param.: 0.66	Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542
glycylglycylglycine (anionic, in water)	water	N Param.: 12.26 s_N Param.: 0.63	Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h