Mayr's Database of Reactivity Parameters

H-Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
phenylsilane
C6H8Si *
dichloromethane

N  Param.: 0.06

sN Param.: 0.71
*** Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
triphenylsilane
C18H16Si *
dichloromethane

N  Param.: 2.65

sN Param.: 0.72
*** Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
dimethyl(phenyl)silane
C8H12Si *
dichloromethane

N  Param.: 3.55

sN Param.: 0.75
*** Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
triethylsilane
C6H16Si *
dichloromethane

N  Param.: 3.58

sN Param.: 0.70
*** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
triphenylgermane
C18H16Ge *
dichloromethane

N  Param.: 3.99

sN Param.: 0.62
*** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tributylsilane
C12H28Si *
dichloromethane

N  Param.: 3.99

sN Param.: 0.73
*** Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
triphenylstannane
C18H16Sn *
dichloromethane

N  Param.: 5.64

sN Param.: 0.59
*** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tributylgermane
C12H28Ge *
dichloromethane

N  Param.: 5.92

sN Param.: 0.73
*** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
borane-triethylamine-complex
C6H18BN *
dichloromethane

N  Param.: 8.90

sN Param.: 0.75
*** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tributylstannane
C12H28Sn *
dichloromethane

N  Param.: 9.96

sN Param.: 0.55
*** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
NaBH4 (in DMSO)
BH4- *
DMSO

N  Param.: 14.74

sN Param.: 0.81
*** Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
KBH4 (in DMSO)
BH4- *
DMSO

N  Param.: 15.14

sN Param.: 0.77
*** Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
Bu4NBH4 (in DMSO)
BH4- *
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)
C6H10BO6- *
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)
CH3BN- *
DMSO

N  Param.: 11.52

sN Param.: 0.67
*** Angew. Chem. Int. Ed. 2009, 48, 1958-1961
10.1002/anie.200804263
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
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
C3H10Si *
dichloromethane

N  Param.: 3.15

sN Param.: 0.73
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
ethyldimethylsilane
C4H12Si *
dichloromethane

N  Param.: 3.30

sN Param.: 0.73
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
diethyl(methyl)silane
C5H14Si *
dichloromethane

N  Param.: 3.40

sN Param.: 0.73
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
dimethyl(p-tolyl)silane
C9H14Si *
dichloromethane

N  Param.: 3.83

sN Param.: 0.73
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(4-methoxyphenyl)dimethylsilane
C9H14OSi *
dichloromethane

N  Param.: 4.23

sN Param.: 0.73
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(4-chlorophenyl)dimethylsilane
C8H11ClSi *
dichloromethane

N  Param.: 3.05

sN Param.: 0.73
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
methyldiphenylsilane
C13H14Si *
dichloromethane

N  Param.: 2.72

sN Param.: 0.73
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
methyl(phenyl)silane
C7H10Si *
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
(chloromethyl)dimethylsilane
C3H9ClSi *
dichloromethane

N  Param.: 0.80

sN Param.: 0.73
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
benzyldimethylsilane
C9H14Si *
dichloromethane

N  Param.: 2.78

sN Param.: 0.73
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
chlorodimethylsilane
C2H7ClSi *
dichloromethane

N  Param.: 0.79

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
1,1,1,3,3-pentamethyldisiloxane
C5H16OSi2 *
dichloromethane

N  Param.: 3.12

sN Param.: 0.73
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane
C9H28Si4 *
dichloromethane

N  Param.: 3.61

sN Param.: 0.79
*** Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
dimethyl(neopentyl)silane
C7H18Si *
dichloromethane

N  Param.: 3.55

sN Param.: 0.73
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
((dimethylsilyl)methyl)trimethylsilane
C6H18Si2 *
dichloromethane

N  Param.: 4.86

sN Param.: 0.64
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
dimethyl((trimethylgermyl)methyl)silane
C6H18GeSi *
dichloromethane

N  Param.: 5.36

sN Param.: 0.62
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
dimethyl((trimethylstannyl)methyl)silane
C6H18SiSn *
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)
C9H26Si3 *
dichloromethane

N  Param.: 4.91

sN Param.: 0.64
** Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tris((trimethylsilyl)methyl)silane
C12H34Si4 *
dichloromethane

N  Param.: 3.59

sN Param.: 0.67
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
tris((butyldimethylsilyl)methyl)silane
C21H52Si4 *
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
C27H40Si4 *
dichloromethane

N  Param.: 3.40

sN Param.: 0.66
** Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
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
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
borane-DMAP-complex
*
dichloromethane

N  Param.: 12.44

sN Param.: 0.76
*** 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
methyl(neopentyl)(phenyl)silane
C12H20Si *
dichloromethane

N  Param.: 0.87

sN Param.: 0.75
- Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
(3-chlorobenzyl)dimethylsilane
C9H13ClSi *
dichloromethane

N  Param.: 1.30

sN Param.: 0.75
- Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839