Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
chloride (in hexafluoroisopropanol)	HFIP	N Param.: 8.00 s_N Param.: 0.60	J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n
isopropanolate (in propan-2-ol)	iPrOH	N Param.: 17.03 s_N Param.: 0.63	Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170
91% propan-2-ol/9% MeCN (v/v)	iPrOH-MeCN mix	N Param.: 6.49 s_N Param.: 0.96	Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170
isopropanolate (in 91iPr9AN)	iPrOH-MeCN mix	N Param.: 17.71 s_N Param.: 0.58	Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170
azide ion (in 91iPr9AN)	iPrOH-MeCN mix	N Param.: 17.07 s_N Param.: 0.71	J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063
cyanide (in MeCN)	MeCN	N Param.: 16.27 s_N Param.: 0.70	Angew. Chem. Int. Ed. 2005, 44, 142-145 10.1002/anie.200461640
thiocyanate (in MeCN)	MeCN	N Param.: 17.94 s_N Param.: 0.60	J. Am. Chem. Soc. 2003, 125, 14126-14132 10.1021/ja037317u
thiocyanate (in MeCN)	MeCN	N Param.: 12.13 s_N Param.: 0.60	J. Am. Chem. Soc. 2003, 125, 14126-14132 10.1021/ja037317u
chloride (in MeCN)	MeCN	N Param.: 17.20 s_N Param.: 0.60	J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n
nitrite ion (in MeCN)	MeCN	N Param.: 17.20 s_N Param.: 0.72	Angew. Chem. Int. Ed. 2005, 44, 4623-4626 10.1002/anie.200501274
4-(dimethylamino)pyridine (in MeCN)	MeCN	N Param.: 15.51 s_N Param.: 0.62	J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247
5-amino-indole	MeCN	N Param.: 7.22 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
5-hydroxy-indole	MeCN	N Param.: 6.44 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
5-methyl-indole	MeCN	N Param.: 6.00 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
5-chloro-indole	MeCN	N Param.: 4.42 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
5-bromo-indole	MeCN	N Param.: 4.38 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
5-cyano-indole	MeCN	N Param.: 2.83 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
1H-indole-5-carboxylic acid	MeCN	N Param.: 3.97 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
5-methoxy-2-methylindole	MeCN	N Param.: 7.26 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
2,5-dimethylindole	MeCN	N Param.: 7.22 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
2-methylindole	MeCN	N Param.: 6.91 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
5-chloro-2-methylindole	MeCN	N Param.: 6.08 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
4-methoxy-indole	MeCN	N Param.: 5.41 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
7-azaindole	MeCN	N Param.: 3.87 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
4-chloroaniline (in MeCN)	MeCN	N Param.: 12.92 s_N Param.: 0.60	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
aniline (in MeCN)	MeCN	N Param.: 12.64 s_N Param.: 0.68	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
p-toluidine (in MeCN)	MeCN	N Param.: 13.19 s_N Param.: 0.69	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
4-methoxyaniline (in MeCN)	MeCN	N Param.: 13.42 s_N Param.: 0.73	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
DABCO (in MeCN)	MeCN	N Param.: 18.80 s_N Param.: 0.70	Angew. Chem. Int. Ed. 2007, 46, 6176-6179 10.1002/anie.200701489
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
2,5-dimethylpyrrole	MeCN	N Param.: 8.01 s_N Param.: 0.96	Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092
1,2,5-trimethylpyrrole	MeCN	N Param.: 8.69 s_N Param.: 1.07	Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092
2,4-dimethylpyrrole	MeCN	N Param.: 10.67 s_N Param.: 0.91	Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092
3-ethyl-2,4-dimethylpyrrole	MeCN	N Param.: 11.63 s_N Param.: 0.95	Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092
DBU (in MeCN)	MeCN	N Param.: 15.29 s_N Param.: 0.70	Chem. Commun. 2008, , 1792-1794 10.1039/b801811a
DBN (in MeCN)	MeCN	N Param.: 16.28 s_N Param.: 0.67	Chem. Commun. 2008, , 1792-1794 10.1039/b801811a
cyanate (in MeCN)	MeCN	N Param.: 13.60 s_N Param.: 0.84	Chem. Eur. J. 2008, 14, 3866-3868 10.1002/chem.200800314
azulene	MeCN	N Param.: 6.66 s_N Param.: 1.02	Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099
6,6-dimethylfulvene	MeCN	N Param.: 3.93 s_N Param.: 0.88	Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099
6-(4-dimethylamino-phenyl)fulvene	MeCN	N Param.: 6.72 s_N Param.: 0.87	Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099
6-(julolidin-9-yl)fulvene	MeCN	N Param.: 7.79 s_N Param.: 1.06	Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099
2-phenyl-1,3-dimethyl-benzimidazoline	MeCN	N Param.: 9.72 s_N Param.: 0.72	Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322
2-(p-anisyl)-1,3-dimethyl-benzimidazoline	MeCN	N Param.: 10.01 s_N Param.: 0.72	Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322
2-(p-tolyl)-1,3-dimethyl-benzimidazoline	MeCN	N Param.: 10.14 s_N Param.: 0.70	Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322
6-methoxy-quinoline (in MeCN)	MeCN	N Param.: 10.86 s_N Param.: 0.66	J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w
4-methyl-quinoline alias lepidine (in MeCN)	MeCN	N Param.: 11.60 s_N Param.: 0.62	J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w
2-(naphthylmethyl)quinuclidine (in MeCN)	MeCN	N Param.: 15.66 s_N Param.: 0.62	J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w
2,2,2-trifluoroethylamine (in MeCN)	MeCN	N Param.: 10.13 s_N Param.: 0.75	Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925
tert-butylamine (in MeCN)	MeCN	N Param.: 12.35 s_N Param.: 0.72	Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925
isopropylamine (in MeCN)	MeCN	N Param.: 13.77 s_N Param.: 0.70	Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925