H-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
[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(2,6-F2C6H3)3]- [NEt4]+ ![]() |
MeCN | N Param.: 13.97 sN Param.: 0.66 |
Angew. Chem. Int. Ed. 2015, 54, 14508-14512 10.1002/anie.201507298 |
|
[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 |
|
xanthene ![]() |
dichloromethane | N Param.: 0.64 sN Param.: 0.97 |
J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
|
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 |
|
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 |
|
tris((trimethylsilyl)methyl)silane ![]() |
dichloromethane | N Param.: 3.59 sN Param.: 0.67 |
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 |
|
tris((butyldimethylsilyl)methyl)silane ![]() |
dichloromethane | N Param.: 3.73 sN Param.: 0.68 |
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 |
|
triphenylstannane ![]() |
dichloromethane | N Param.: 5.64 sN Param.: 0.59 |
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
triphenylsilane ![]() |
dichloromethane | N Param.: 2.65 sN Param.: 0.72 |
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 |
|
triphenylgermane ![]() |
dichloromethane | N Param.: 3.99 sN Param.: 0.62 |
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
trimethylsilane ![]() |
dichloromethane | N Param.: 3.15 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
trimethyl(phenethyl)stannane ![]() |
1,2-dichloroethane | N Param.: -1.10 sN Param.: 1.10 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
trimethyl(phenethyl)silane ![]() |
dichloromethane | N Param.: -3.50 sN Param.: 1.10 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
trimethyl(4-methylphenethyl)stannane ![]() |
1,2-dichloroethane | N Param.: -0.50 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 |
|
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 |
|
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 |
|
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 |
|
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 |
|
triethylsilane ![]() |
dichloromethane | N Param.: 3.58 sN Param.: 0.70 |
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
triethylgermane ![]() |
dichloromethane | N Param.: 4.00 sN Param.: 0.75 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
triethoxysilane ![]() |
dichloromethane | N Param.: -1.80 sN Param.: 0.75 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
tributylstannane ![]() |
dichloromethane | N Param.: 9.96 sN Param.: 0.55 |
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 |
|
tributylgermane ![]() |
dichloromethane | N Param.: 5.92 sN Param.: 0.73 |
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
|
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 |
|
tri-p-tolylmethane ![]() |
dichloromethane | N Param.: -3.62 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
trans-HMo(CO)2(PPh3)Cp ![]() |
dichloromethane | N Param.: 6.60 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
trans-HMo(CO)2(PMe3)Cp ![]() |
dichloromethane | N Param.: 7.80 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
trans-HMo(CO)2(PCy3)Cp ![]() |
dichloromethane | N Param.: 6.50 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
tetrapropylstannane (in 1,2-DCE) ![]() |
1,2-dichloroethane | N Param.: -0.50 sN Param.: 1.13 |
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 |
|
tetrahydrofuran (in dichloromethane) ![]() |
dichloromethane | N Param.: -3.50 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 |
|
tetraethylstannane (in MeCN) ![]() |
MeCN | N Param.: -2.40 sN Param.: 1.10 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
tetraethylstannane (in 1,2-DCE) ![]() |
1,2-dichloroethane | N Param.: -1.90 sN Param.: 1.10 |
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 |
|
tetraethylplumbane (in MeCN) ![]() |
MeCN | N Param.: 0.10 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 |
|
tetrabutylstannane ![]() |
dichloromethane | N Param.: -0.30 sN Param.: 1.07 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
tetra-sec.butylstannane (in 1,2-DCE) ![]() |
1,2-dichloroethane | N Param.: -1.10 sN Param.: 1.15 |
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 |
|
p-cymene ![]() |
dichloromethane | N Param.: -2.80 sN Param.: 0.97 |
J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 |
|
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 |
|
NaBH4 (in DMSO) ![]() |
DMSO | N Param.: 14.74 sN Param.: 0.81 |
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 |
|
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 |
|
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-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 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 80W20AN) ![]() |
water-MeCN mix | N Param.: 10.67 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 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 ![]() |
dichloromethane | N Param.: 8.67 sN Param.: 0.82 |
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 |
|
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 |
|
methyl(neopentyl)(phenyl)silane ![]() |
dichloromethane | N Param.: 0.87 sN Param.: 0.75 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
Me2 Imd boronate ![]() |
dichloromethane | N Param.: 11.88 sN Param.: 0.71 |
Org. Lett. 2012, 14, 82-85 10.1021/ol202836p |
|
KBH4 (in DMSO) ![]() |
DMSO | N Param.: 15.14 sN Param.: 0.77 |
Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
|
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 |
|
HW(NO)2Cp ![]() |
dichloromethane | N Param.: 4.70 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
HW(CO)3Cp* ![]() |
dichloromethane | N Param.: 3.50 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
HW(CO)3Cp ![]() |
dichloromethane | N Param.: 1.70 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
HW(CO)3(indenyl) ![]() |
dichloromethane | N Param.: 3.50 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
HW(CO)3(C5H4Me) ![]() |
dichloromethane | N Param.: 2.40 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
HW(CO)3(C5H4CO2Me) ![]() |
dichloromethane | N Param.: -0.90 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
HRu(CO)2Cp* ![]() |
dichloromethane | N Param.: 8.00 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
HRe(CO)5 ![]() |
dichloromethane | N Param.: 3.50 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
HOs(CO)2Cp* ![]() |
dichloromethane | N Param.: 5.20 sN Param.: 0.95 |
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 |
|
HMo(CO)3Cp* ![]() |
dichloromethane | N Param.: 4.30 sN Param.: 0.77 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
HMn(CO)5 ![]() |
dichloromethane | N Param.: 1.50 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
HFe(CO)2Cp* ![]() |
dichloromethane | N Param.: 8.20 sN Param.: 0.69 |
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 |
|
HCr(CO)3Cp* ![]() |
dichloromethane | N Param.: 1.60 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
Hantzsch ester ![]() |
dichloromethane | N Param.: 9.00 sN Param.: 0.90 |
Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263 |
|
ethyldimethylsilane ![]() |
dichloromethane | N Param.: 3.30 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
dipp Imd boronate ![]() |
dichloromethane | N Param.: 9.55 sN Param.: 0.81 |
Org. Lett. 2012, 14, 82-85 10.1021/ol202836p |
|
diphenylsilane ![]() |
dichloromethane | N Param.: 1.52 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
dimethyl(propoxy)silane ![]() |
dichloromethane | N Param.: 2.40 sN Param.: 0.75 |
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 |
|
dimethyl(p-tolyl)silane ![]() |
dichloromethane | N Param.: 3.83 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 |
|
dimethyl((trimethylstannyl)methyl)silane ![]() |
dichloromethane | N Param.: 6.53 sN Param.: 0.58 |
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 |
|
dimethoxymethane ![]() |
dichloromethane | N Param.: -4.90 sN Param.: 0.80 |
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 |
|
diethylmercury (in MeCN) ![]() |
MeCN | N Param.: -0.70 sN Param.: 1.10 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
diethylether (in dichloromethane) ![]() |
dichloromethane | N Param.: -5.10 sN Param.: 0.80 |
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 |
|
dichloro(methyl)silane ![]() |
dichloromethane | N Param.: -3.20 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |

