Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
(trimethylsilyl)diazomethane	dichloromethane	N Param.: 8.97 s_N Param.: 0.75	Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913
lithium 2-benzyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN)	MeCN	N Param.: 8.92 s_N Param.: 0.70	Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...]
borane-triethylamine-complex	dichloromethane	N Param.: 8.90 s_N Param.: 0.75	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
(p-bromophenyl)diazomethane	dichloromethane	N Param.: 8.87 s_N Param.: 0.82	J. Am. Chem. Soc. 2018, 140, 16758-16772 10.1021/jacs.8b09995
borane-N,N-diisopropylaniline-complex	dichloromethane	N Param.: 8.84 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
N-phenylcyclohexanimine (in CH2Cl2)	dichloromethane	N Param.: 8.80 s_N Param.: 1.00	Z. Naturforsch. B 2013, 68b, 693-699 10.5560/ZNB.2013-3085
(E)-4-(1,2-diphenylvinyl)morpholine (in MeCN)	MeCN	N Param.: 8.78 s_N Param.: 0.83	Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962
potassium trifluoro(1-methyl-1H-indol-5-yl)borate	MeCN	N Param.: 8.77 s_N Param.: 1.09	J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655
(2S,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one	MeCN	N Param.: 8.76 s_N Param.: 0.89	J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877
2-(4-(trifluoromethyl)phenyl)-1,3-dimethyl-benzimidazoline (in MeCN)	MeCN	N Param.: 8.74 s_N Param.: 0.71	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
lithium 2-allyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)	MeCN	N Param.: 8.71 s_N Param.: 0.80	J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240
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
N-benzyl-1,4-dihydronicotineamide	dichloromethane	N Param.: 8.67 s_N Param.: 0.82	Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263
N-methyl-1-phenylmethanimine (in CH2Cl2)	dichloromethane	N Param.: 8.60 s_N Param.: 0.77	Z. Naturforsch. B 2013, 68b, 693-699 10.5560/ZNB.2013-3085
Danishefskys diene	dichloromethane	N Param.: 8.57 s_N Param.: 0.84	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
lithium 4,4,5,5-tetramethyl-2-(1-phenylethyl)-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)	MeCN	N Param.: 8.56 s_N Param.: 0.76	Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...]
tris(2-methylphenyl)phosphane	dichloromethane	N Param.: 8.56 s_N Param.: 0.70	Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080
1-methyl uracil anion (in water)	water	N Param.: 8.54 s_N Param.: 0.77	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
borane-N,N-diethylaniline-complex	dichloromethane	N Param.: 8.53 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
ethyl (E)-3-(N-morpholino)acrylate	dichloromethane	N Param.: 8.52 s_N Param.: 0.80	Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666