H-C hydride donors
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
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-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 |
|
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 |
|
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 |
|
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 |
|
tetrabutylstannane ![]() |
dichloromethane | N Param.: -0.30 sN Param.: 1.07 |
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 |
|
tetraethylsilane ![]() |
MeCN | N Param.: -6.50 sN Param.: 1.10 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
butyltrimethylsilane ![]() |
dichloromethane | N Param.: -5.40 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 |
|
(2,2-diphenylethyl)diethyl(methyl)silane ![]() |
dichloromethane | N Param.: -6.40 sN Param.: 1.10 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
1,6-bis(trimethylsilyl)hexane ![]() |
dichloromethane | N Param.: -4.70 sN Param.: 1.10 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
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 |
|
1,1-dimethylsiletane ![]() |
dichloromethane | N Param.: -2.10 sN Param.: 1.10 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
1,1-dimethylsilepane ![]() |
dichloromethane | N Param.: -3.10 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 |
|
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 |
|
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 |
|
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 |
|
(4-chlorophenethyl)trimethylstannane ![]() |
1,2-dichloroethane | N Param.: -1.80 sN Param.: 1.10 |
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 |
|
(2-([1,1'-biphenyl]-4-yl)ethyl)trimethylstannane ![]() |
1,2-dichloroethane | N Param.: -0.80 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 |
|
(4-(tert-butyl)phenethyl)trimethylstannane ![]() |
1,2-dichloroethane | N Param.: -0.30 sN Param.: 1.10 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
(4-methoxyphenethyl)trimethylstannane ![]() |
1,2-dichloroethane | N Param.: 0.20 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 |
|
(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 |
|
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 |
|
diethylether (in dichloromethane) ![]() |
dichloromethane | N Param.: -5.10 sN Param.: 0.80 |
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 |
|
dimethoxymethane ![]() |
dichloromethane | N Param.: -4.90 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
2-methyl-1,3-dioxolane ![]() |
dichloromethane | N Param.: -3.30 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
4,5-dimethyl-1,3-dioxolane (anti) ![]() |
dichloromethane | N Param.: -2.40 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
2,4,5-trimethyl-1,3-dioxolane (anti) ![]() |
dichloromethane | N Param.: -3.00 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
2-ethyl-4,5-dimethyl-1,3-dioxolane (anti) ![]() |
dichloromethane | N Param.: -2.90 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
4,5-dimethyl-2-vinyl-1,3-dioxolane ![]() |
dichloromethane | N Param.: -2.60 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
2-isopropyl-4,5-dimethyl-1,3-dioxolane (ani) ![]() |
dichloromethane | N Param.: -4.10 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
2,4,5-trimethyl-1,3-dioxolane (syn) ![]() |
dichloromethane | N Param.: -2.50 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
2-ethyl-4,5-dimethyl-1,3-dioxolane (syn) ![]() |
dichloromethane | N Param.: -2.40 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
2-isopropyl-4,5-dimethyl-1,3-dioxolane (syn) ![]() |
dichloromethane | N Param.: -3.50 sN Param.: 0.80 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
1,3-dioxepane ![]() |
dichloromethane | N Param.: -3.80 sN Param.: 0.80 |
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 |
|
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 |
|
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 |

