Mayr's Database of Reactivity Parameters

Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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
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
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
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
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
HMo(Cp)(CO)3
*
dichloromethane

N  Param.: 4.88

sN Param.: 0.80
* Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1-(phenylethynyl)pyrrolidin-2-one
C12H11NO *
dichloromethane

N  Param.: 3.12

sN Param.: 0.85
* Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)pinacolborate
C19H20BF6LiO2S *
MeCN

N  Param.: 5.53

sN Param.: 1.00
* Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium 2-isopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C16H23BF3LiO2 *
MeCN

N  Param.: 6.63

sN Param.: 0.75
* Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
lithium 2-cyclopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C16H21BF3LiO2 *
MeCN

N  Param.: 7.72

sN Param.: 0.75
* Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
Cp2Ti(CH2Ph)2 - Dibenzyltitanocene
*
dichloromethane

N  Param.: 4.38

sN Param.: 1.00
* Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
Dimethyl 1,1'-isopropylidenezirconocene
*
dichloromethane

N  Param.: 5.20

sN Param.: 1.00
* Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
Dimethyl bis(indenyl)zirconium(IV)
*
dichloromethane

N  Param.: 6.89

sN Param.: 1.00
* Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
lithium 2-allyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C15H22BLiO2 *
MeCN

N  Param.: 11.20

sN Param.: 0.64
* J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
alpha-(N-piperidino)styrene (in MeCN)
C13H17N *
MeCN

N  Param.: 11.60

sN Param.: 0.80
* Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
alpha-(N-morpholino)styrene (in MeCN)
C12H15NO *
MeCN

N  Param.: 10.30

sN Param.: 0.80
* Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
DMSO

N  Param.: 29.10

sN Param.: 0.50
* Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
cyano((diphenylmethylene)amino)methanide
*
DMSO

N  Param.: 29.50

sN Param.: 0.50
* Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
m-(trifluoromethyl)phenolate (in MeCN)
*
MeCN

N  Param.: 23.20

sN Param.: 0.51
* J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-(trifluoromethyl)phenolate (in DMF)
C7H4F3O *
DMF

N  Param.: 23.40

sN Param.: 0.51
* J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
(Z)-but-2-ene
C4H8 *
dichloromethane

N  Param.: -2.44

sN Param.: 1.09
** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(triisopropylsiloxy)ethene
C11H24OSi *
dichloromethane

N  Param.: 3.44

sN Param.: 0.94
** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(2-methylallyl)triphenylsilane
C22H22Si *
dichloromethane

N  Param.: 4.17

sN Param.: 0.79
** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-(triisopropylsiloxy)propene
C12H26OSi *
dichloromethane

N  Param.: 5.38

sN Param.: 0.85
** J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y