H-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
N-benzyl-1,4-dihydronicotineamide (in 90W10AN)  |
water-MeCN mix | N Param.: 11.35 sN Param.: 0.66 |  | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
N-benzyl-1,4-dihydronicotineamide (in 50W50AN) |
water-MeCN mix | N Param.: 9.79 sN Param.: 0.70 | | 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 sN Param.: 0.70 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
N-benzyl-1,4-dihydronicotineamide (in 80W20AN) |
water-MeCN mix | N Param.: 10.67 sN Param.: 0.70 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
isopropanol (in aq. sulfuric acid) |
water | N Param.: -2.60 sN Param.: 0.80 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetrahydroborate ion (in water) |
water | N Param.: 12.10 sN Param.: 0.79 |  | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
cyanoborate ion (in water) |
water | N Param.: 9.99 sN Param.: 0.54 | | Org. Biomol. Chem. 2023, 21, 85-88 10.1039/D2OB02041F |
NADPH (in water) |
water | N Param.: 10.68 sN Param.: 0.54 | | Org. Biomol. Chem. 2023, 21, 85-88 10.1039/D2OB02041F |
NADH (in water) |
water | N Param.: 10.37 sN Param.: 0.54 | | Org. Biomol. Chem. 2023, 21, 85-88 10.1039/D2OB02041F |
2-phenyl-1,3-dimethyl-benzimidazoline |
MeCN | N Param.: 9.72 sN 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 sN 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 sN Param.: 0.70 | | Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322 |
cycloheptatriene (in MeCN) |
MeCN | N Param.: 0.55 sN Param.: 0.97 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,4-cyclohexadiene (in MeCN) |
MeCN | N Param.: 0.35 sN Param.: 0.98 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
N-benzyl-1,4-dihydronicotineamide (in MeCN) |
MeCN | N Param.: 9.80 sN Param.: 0.70 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tris(4-methoxyphenyl)methane (in MeCN) |
MeCN | N Param.: -5.18 sN Param.: 0.82 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-(3-chlorophenyl)-1,3-dimethyl-benzimidazoline (in MeCN) |
MeCN | N Param.: 9.38 sN Param.: 0.71 | | 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 sN Param.: 0.71 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-(4-nitrophenyl)-1,3-dimethyl-benzimidazoline (in MeCN) |
MeCN | N Param.: 8.36 sN Param.: 0.71 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetraethylsilane |
MeCN | N Param.: -6.50 sN Param.: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetraethylstannane (in MeCN) |
MeCN | N Param.: -2.40 sN Param.: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetraethylgermane (in MeCN) |
MeCN | N Param.: -4.70 sN Param.: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetraethylplumbane (in MeCN) |
MeCN | N Param.: 0.10 sN Param.: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
diethylmercury (in MeCN) |
MeCN | N Param.: -0.70 sN Param.: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
trimethyl(3-(trimethylstannyl)propyl)silane (in MeCN) |
MeCN | N Param.: -3.40 sN Param.: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,3-bis(trimethylstannyl)propane (in MeCN) |
MeCN | N Param.: -1.70 sN Param.: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
trimethyl(3-(trimethylgermyl)propyl)silane (in MeCN) |
MeCN | N Param.: -4.80 sN Param.: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
trimethyl(3-(trimethylstannyl)propyl)germane (in MeCN) |
MeCN | N Param.: -2.40 sN Param.: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,3-bis(trimethylgermyl)propane (in MeCN) |
MeCN | N Param.: -3.40 sN Param.: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
trimethyl(3-(trimethylplumbyl)propyl)silane (in MeCN) |
MeCN | N Param.: -1.20 sN Param.: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
trimethyl(3-(trimethylplumbyl)propyl)germane (in MeCN) |
MeCN | N Param.: -1.00 sN Param.: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tri-p-tolylmethane (in MeCN) |
MeCN | N Param.: -8.80 sN Param.: 0.82 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
bis(4-methoxyphenyl)phenylmethane (in MeCN) |
MeCN | N Param.: -7.00 sN Param.: 0.82 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tris(4-(dimethylamino)phenyl)methane (in MeCN) |
MeCN | N Param.: -3.30 sN Param.: 0.82 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
bis(4-(dimethylamino)phenyl)phenylmethane (in MeCN) |
MeCN | N Param.: -4.20 sN Param.: 0.82 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
10-methyl-9,10-dihydroacridine (in MeCN) |
MeCN | N Param.: 4.00 sN Param.: 0.70 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,4-dihydronaphthalene (in MeCN) |
MeCN | N Param.: -2.50 sN Param.: 1.00 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,2-dihydronaphthalene (in MeCN) |
MeCN | N Param.: -3.30 sN Param.: 1.00 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide |
MeCN | N Param.: 7.15 sN Param.: 0.81 | | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide |
MeCN | N Param.: 6.21 sN Param.: 0.68 | | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide |
MeCN | N Param.: 5.51 sN Param.: 0.70 | | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
[H-B(C6F5)3]- [NEt4]+ |
MeCN | N Param.: 10.04 sN Param.: 0.73 | | Angew. Chem. Int. Ed. 2015, 54, 14508-14512 10.1002/anie.201507298 |
[H-B(2,4,6-F3C6H2)3]- [NEt4]+ |
MeCN | N Param.: 14.13 sN Param.: 0.61 | | Angew. Chem. Int. Ed. 2015, 54, 14508-14512 10.1002/anie.201507298 |
[H-B(2,6-F2C6H3)3]- [NEt4]+ |
MeCN | N Param.: 13.97 sN Param.: 0.66 | | Angew. Chem. Int. Ed. 2015, 54, 14508-14512 10.1002/anie.201507298 |
1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN) |
MeCN | N Param.: 25.54 sN Param.: 0.35 | | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 10.1002/anie.201901456 |
1,3-di-tert-butyl-2,3-dihydro-1H-benzo[d][1,3,2]diazaphosphole (in MeCN) |
MeCN | N Param.: 20.93 sN Param.: 0.43 | | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 10.1002/anie.201901456 |
1,3-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN) |
MeCN | N Param.: 19.85 sN Param.: 0.34 | | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 10.1002/anie.201901456 |
1,3-di-tert-butyl-1,3,2-diazaphosphinane (in MeCN) |
MeCN | N Param.: 13.46 sN Param.: 0.52 | | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 10.1002/anie.201901456 |
1,3-di-tert-butyl-1,3,2-diazaphospholidine (in MeCN) |
MeCN | N Param.: 18.74 sN Param.: 0.47 | | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 10.1002/anie.201901456 |
1,3-dimesityl-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN) |
MeCN | N Param.: 17.68 sN Param.: 0.68 | | Angew. Chem. Int. Ed. 2019, 58, 5983-5987 10.1002/anie.201901456 |
NaBH4 (in DMSO) |
DMSO | N Param.: 14.74 sN Param.: 0.81 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
KBH4 (in DMSO) |
DMSO | N Param.: 15.14 sN Param.: 0.77 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
Bu4NBH4 (in DMSO) |
DMSO | N Param.: 14.94 sN Param.: 0.79 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
NaB(OAc)3H (in DMSO) |
DMSO | N Param.: 14.45 sN Param.: 0.76 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
NaBH3(CN) (in DMSO) |
DMSO | N Param.: 11.52 sN Param.: 0.67 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
1,3-bis(trimethylsilyl)propane |
dichloromethane/MeCN mix | N Param.: -5.30 sN Param.: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
(4,4-dimethylpentyl)trimethylstannane |
dichloromethane/MeCN mix | N Param.: -3.90 sN Param.: 1.10 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
phenylsilane |
dichloromethane | N Param.: 0.06 sN Param.: 0.71 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
triphenylsilane |
dichloromethane | N Param.: 2.65 sN Param.: 0.72 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
dimethyl(phenyl)silane |
dichloromethane | N Param.: 3.55 sN Param.: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
triethylsilane |
dichloromethane | N Param.: 3.58 sN Param.: 0.70 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
triphenylgermane |
dichloromethane | N Param.: 3.99 sN Param.: 0.62 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
tributylsilane |
dichloromethane | N Param.: 3.99 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
triphenylstannane |
dichloromethane | N Param.: 5.64 sN Param.: 0.59 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
tributylgermane |
dichloromethane | N Param.: 5.92 sN Param.: 0.73 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
borane-triethylamine-complex |
dichloromethane | N Param.: 8.90 sN Param.: 0.75 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
tributylstannane |
dichloromethane | N Param.: 9.96 sN Param.: 0.55 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
cycloheptatriene |
dichloromethane | N Param.: 0.52 sN Param.: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
1,4-cyclohexadiene |
dichloromethane | N Param.: 0.09 sN Param.: 0.98 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
1,4-dihydronaphthalene |
dichloromethane | N Param.: -0.07 sN Param.: 1.03 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
9,10-dihydroanthracene |
dichloromethane | N Param.: -0.86 sN Param.: 0.92 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
(E,E)-2,5-heptadiene |
dichloromethane | N Param.: -0.74 sN Param.: 0.99 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
3-propylcyclopentene |
dichloromethane | N Param.: -0.88 sN Param.: 0.94 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
xanthene |
dichloromethane | N Param.: 0.64 sN Param.: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
4-methyl-2,5-heptadiene |
dichloromethane | N Param.: -0.73 sN Param.: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
3-methyl-1,4-pentadiene |
dichloromethane | N Param.: -3.08 sN Param.: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
1,4-pentadiene |
dichloromethane | N Param.: -2.99 sN Param.: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
p-cymene |
dichloromethane | N Param.: -2.80 sN Param.: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
allylbenzene |
dichloromethane | N Param.: -4.12 sN Param.: 0.97 | | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
Hantzsch ester |
dichloromethane | N Param.: 9.00 sN Param.: 0.90 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
N-benzyl-1,4-dihydronicotineamide |
dichloromethane | N Param.: 8.67 sN Param.: 0.82 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
N-phenyl-1,4-dihydronicotineamide |
dichloromethane | N Param.: 7.53 sN Param.: 0.87 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
N-(p-tolyl)-1,4-dihydronicotineamide |
dichloromethane | N Param.: 7.68 sN Param.: 0.95 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
N-(p-anisyl)-1,4-dihydronicotineamide |
dichloromethane | N Param.: 8.11 sN Param.: 0.92 | | Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
dipp Imd boronate |
dichloromethane | N Param.: 9.55 sN Param.: 0.81 | | Org. Lett. 2012, 14, 82-85 10.1021/ol202836p |
Me2 Imd boronate |
dichloromethane | N Param.: 11.88 sN Param.: 0.71 | | Org. Lett. 2012, 14, 82-85 10.1021/ol202836p |
trimethylsilane |
dichloromethane | N Param.: 3.15 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
ethyldimethylsilane |
dichloromethane | N Param.: 3.30 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
diethyl(methyl)silane |
dichloromethane | N Param.: 3.40 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
dimethyl(p-tolyl)silane |
dichloromethane | N Param.: 3.83 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
(4-methoxyphenyl)dimethylsilane |
dichloromethane | N Param.: 4.23 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
(4-chlorophenyl)dimethylsilane |
dichloromethane | N Param.: 3.05 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
methyldiphenylsilane |
dichloromethane | N Param.: 2.72 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
methyl(phenyl)silane |
dichloromethane | N Param.: 2.13 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
diphenylsilane |
dichloromethane | N Param.: 1.52 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tripropylsilane |
dichloromethane | N Param.: 3.67 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
triisopropylsilane |
dichloromethane | N Param.: 2.93 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
trihexylsilane |
dichloromethane | N Param.: 3.89 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
dihexylsilane |
dichloromethane | N Param.: 2.27 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
hexylsilane |
dichloromethane | N Param.: 0.19 sN Param.: 0.73 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |