H-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
chlorodimethylsilane![]() ![]() |
dichloromethane | N Param.: 0.79 sN Param.: 0.73 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,1,1,3,3-pentamethyldisiloxane![]() ![]() |
dichloromethane | N Param.: 3.12 sN Param.: 0.73 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
dimethyl(neopentyl)silane![]() ![]() |
dichloromethane | N Param.: 3.55 sN Param.: 0.73 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
((dimethylsilyl)methyl)trimethylsilane![]() ![]() |
dichloromethane | N Param.: 4.86 sN Param.: 0.64 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
dimethyl((trimethylgermyl)methyl)silane![]() ![]() |
dichloromethane | N Param.: 5.36 sN Param.: 0.62 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tris((trimethylsilyl)methyl)silane![]() ![]() |
dichloromethane | N Param.: 3.59 sN Param.: 0.67 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
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 |
2-phenyldioxolane![]() ![]() |
dichloromethane | N Param.: -0.90 sN Param.: 0.80 | ![]() | 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 |
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 |
10-methyl-9,10-dihydroacridine![]() ![]() |
dichloromethane | N Param.: 5.54 sN Param.: 0.90 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetraisobutylstannane![]() ![]() |
dichloromethane | N Param.: 1.35 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,1-dimethylsilinane![]() ![]() |
dichloromethane | N Param.: -2.40 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,1-dimethylsilolane![]() ![]() |
dichloromethane | N Param.: -3.86 sN Param.: 1.10 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
triphenylmethane![]() ![]() |
dichloromethane | N Param.: -4.27 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tri-p-tolylmethane![]() ![]() |
dichloromethane | N Param.: -3.62 sN Param.: 0.80 | ![]() | 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 |
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 |
bromoborane-triethylamine-complex![]() ![]() |
dichloromethane | N Param.: 7.49 sN Param.: 0.75 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
borane-trimethylamine-complex![]() ![]() |
dichloromethane | N Param.: 7.97 sN Param.: 0.75 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
borane-N,N-diethylaniline-complex![]() ![]() |
dichloromethane | N Param.: 8.53 sN Param.: 0.75 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
borane-N-ethyl-N-isopropylaniline-complex![]() ![]() |
dichloromethane | N Param.: 9.12 sN Param.: 0.75 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
borane-N,N-diisopropylaniline-complex![]() ![]() |
dichloromethane | N Param.: 8.84 sN Param.: 0.75 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
borane-2,6-lutidine-complex![]() ![]() |
dichloromethane | N Param.: 10.33 sN Param.: 0.75 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
borane-pyridine-complex![]() ![]() |
dichloromethane | N Param.: 10.01 sN Param.: 0.75 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
borane-4-tBu-pyridine-complex![]() ![]() |
dichloromethane | N Param.: 10.46 sN Param.: 0.75 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
borane-4-methoxypyridine-complex![]() ![]() |
dichloromethane | N Param.: 11.01 sN Param.: 0.75 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
HMo(Cp)(CO)3![]() |
dichloromethane | N Param.: 4.88 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
dimethyl((trimethylstannyl)methyl)silane![]() ![]() |
dichloromethane | N Param.: 6.53 sN Param.: 0.58 | ![]() ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
((methylsilanediyl)bis(methylene))bis(trimethylsilane)![]() ![]() |
dichloromethane | N Param.: 4.91 sN Param.: 0.64 | ![]() ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tris((butyldimethylsilyl)methyl)silane![]() ![]() |
dichloromethane | N Param.: 3.73 sN Param.: 0.68 | ![]() ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tris((dimethyl(phenyl)silyl)methyl)silane![]() ![]() |
dichloromethane | N Param.: 3.40 sN Param.: 0.66 | ![]() ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,4-dimethylcyclohexa-1,4-diene (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 1.88 sN Param.: 0.96 | ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y |
1,3,5-trimethylcyclohexa-1,4-diene (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 4.95 sN Param.: 0.79 | ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y |
1,2,4,5-tetramethylcyclohexa-1,4-diene (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 4.27 sN Param.: 0.86 | ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y |
bis(4-methoxyphenyl)methane (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: -2.11 sN Param.: 0.98 | ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y |
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 |
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 |
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 |
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-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-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 |
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 |
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 |
1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane![]() ![]() |
dichloromethane | N Param.: 3.61 sN Param.: 0.79 | ![]() ![]() ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1,3-dioxolane![]() ![]() |
dichloromethane | N Param.: -2.86 sN Param.: 0.80 | ![]() ![]() ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-propyl-1,3-dioxolane![]() ![]() |
dichloromethane | N Param.: -1.06 sN Param.: 0.81 | ![]() ![]() ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
tetrabutylstannane![]() ![]() |
dichloromethane | N Param.: -0.30 sN Param.: 1.07 | ![]() ![]() ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
borane-DMAP-complex![]() ![]() |
dichloromethane | N Param.: 12.44 sN Param.: 0.76 | ![]() ![]() ![]() | 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 |
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 |
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 |