Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
2-methylindole	MeCN	N Param.: 6.91 s_N Param.: 1.10	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
80% ethanol/20% MeCN (v/v)	EtOH-MeCN mix	N Param.: 6.94 s_N Param.: 0.90	J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)	dichloromethane	N Param.: 6.98 s_N Param.: 0.85	Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092
lithium (5-methylthiophen-2-yl)(4-methylphenyl)pinacolborate	MeCN	N Param.: 6.98 s_N Param.: 0.93	Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562
67% methanol/33% MeCN (v/v)	MeOH-MeCN mix	N Param.: 7.01 s_N Param.: 0.91	J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z
10% water/90%EtOH (v/v)	water-EtOH mix	N Param.: 7.03 s_N Param.: 0.86	J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z
91% n-propanol/9% MeCN (v/v)	nPrOH-MeCN mix	N Param.: 7.05 s_N Param.: 0.80	Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170
N-(1-(4-methoxyphenyl)vinyl)acetamide	MeCN	N Param.: 7.06 s_N Param.: 0.85	Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519
N-(cyclopent-1-en-1-yl)acetamide	MeCN	N Param.: 7.06 s_N Param.: 0.87	Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in CH2Cl2)	dichloromethane	N Param.: 7.06 s_N Param.: 1.11	Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h
91% ethanol/9% MeCN (v/v)	EtOH-MeCN mix	N Param.: 7.10 s_N Param.: 0.90	J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z
potassium (1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)trifluoroborate	MeCN	N Param.: 7.10 s_N Param.: 1.18	J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidin-4-one (in MeCN)	MeCN	N Param.: 7.10 s_N Param.: 0.82	Chem. Eur. J. 2024, 30, e202302764 10.1002/chem.202302764
ethanol (in MeCN)	MeCN	N Param.: 7.13 s_N Param.: 0.71	Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide	MeCN	N Param.: 7.15 s_N Param.: 0.81	Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161
lithium 2-benzyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)	MeCN	N Param.: 7.15 s_N Param.: 0.77	Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...]
(p-nitrophenyl)diazomethane	dichloromethane	N Param.: 7.17 s_N Param.: 0.83	J. Am. Chem. Soc. 2018, 140, 16758-16772 10.1021/jacs.8b09995
80% methanol/20% MeCN (v/v)	MeOH-MeCN mix	N Param.: 7.20 s_N Param.: 0.89	J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z
(S,E)-5-benzyl-2,2,3-trimethyl-1-styrylimidazolidin-4-one	MeCN	N Param.: 7.20 s_N Param.: 1.14	Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240
2-(trimethylsiloxy)furan	dichloromethane	N Param.: 7.22 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c