Mayr's Database of Reactivity Parameters

H-C hydride donors

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
cycloheptatriene
C7H8*
dichloromethane

N  Param.: 0.52

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
1,4-cyclohexadiene
C6H8*
dichloromethane

N  Param.: 0.09

sN Param.: 0.98
***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
1,4-dihydronaphthalene
C10H10*
dichloromethane

N  Param.: -0.07

sN Param.: 1.03
***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
9,10-dihydroanthracene
C14H12*
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
C7H12*
dichloromethane

N  Param.: -0.74

sN Param.: 0.99
***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
3-propylcyclopentene
C8H14*
dichloromethane

N  Param.: -0.88

sN Param.: 0.94
***J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
xanthene
C13H10O*
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
C8H14*
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
C6H10*
dichloromethane

N  Param.: -3.08

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
1,4-pentadiene
C5H8*
dichloromethane

N  Param.: -2.99

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
p-cymene
C10H14*
dichloromethane

N  Param.: -2.80

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
allylbenzene
C9H10*
dichloromethane

N  Param.: -4.12

sN Param.: 0.97
*J. Am. Chem. Soc. 2002, 124, 4076-4083
10.1021/ja0121538
Hantzsch ester
C13H19NO4*
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
C13H14N2O*
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)
C13H14N2O*
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
C12H12N2O*
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
C13H14N2O*
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
C13H14N2O2*
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)
C7H8*
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
C3H6O2*
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
C6H12O2*
dichloromethane

N  Param.: -1.06

sN Param.: 0.81
***Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-phenyldioxolane
C9H10O2*
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
C7H16Si*
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)
C3H8O*
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)
C4H8O*
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)
C22H22*
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)
C21H20O2*
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)
C25H31N3*
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)
C23H26N2*
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)
C14H13N*
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)
C10H10*
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)
C10H10*
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
C15H18NO4*
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
C14H15O5*
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
C13H13O4*
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)
C8H12*
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)
C9H14*
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)
C10H16*
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)
C15H16O2*
dichloromethane

N  Param.: -2.11

sN Param.: 0.98
**J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y