H-Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
borane-4-tBu-pyridine-complex	dichloromethane	N Param.: 10.46 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
NADH (in water)	water	N Param.: 10.37 s_N Param.: 0.54	Org. Biomol. Chem. 2023, 21, 85-88 10.1039/D2OB02041F
borane-2,6-lutidine-complex	dichloromethane	N Param.: 10.33 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
N-benzyl-1,4-dihydronicotineamide (in 67W33AN)	water-MeCN mix	N Param.: 10.19 s_N Param.: 0.70	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
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
[H-B(C6F5)3]- [NEt4]+	MeCN	N Param.: 10.04 s_N Param.: 0.73	Angew. Chem. Int. Ed. 2015, 54, 14508-14512 10.1002/anie.201507298
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
borane-pyridine-complex	dichloromethane	N Param.: 10.01 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
cyanoborate ion (in water)	water	N Param.: 9.99 s_N Param.: 0.54	Org. Biomol. Chem. 2023, 21, 85-88 10.1039/D2OB02041F
tributylstannane	dichloromethane	N Param.: 9.96 s_N Param.: 0.55	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
N-benzyl-1,4-dihydronicotineamide (in MeCN)	MeCN	N Param.: 9.80 s_N Param.: 0.70	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
N-benzyl-1,4-dihydronicotineamide (in 50W50AN)	water-MeCN mix	N Param.: 9.79 s_N Param.: 0.70	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
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
dipp Imd boronate	dichloromethane	N Param.: 9.55 s_N Param.: 0.81	Org. Lett. 2012, 14, 82-85 10.1021/ol202836p
2-(3-chlorophenyl)-1,3-dimethyl-benzimidazoline (in MeCN)	MeCN	N Param.: 9.38 s_N Param.: 0.71	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
borane-N-ethyl-N-isopropylaniline-complex	dichloromethane	N Param.: 9.12 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
Hantzsch ester	dichloromethane	N Param.: 9.00 s_N Param.: 0.90	Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263
borane-triethylamine-complex	dichloromethane	N Param.: 8.90 s_N Param.: 0.75	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
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
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