Mayr's Database of Reactivity Parameters

C-Nucleophiles

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
1-methylcyclopentene
C6H10 *
dichloromethane

N  Param.: 1.18

sN Param.: 1.17
***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(E)-but-2-ene
C4H8 *
dichloromethane

N  Param.: -2.45

sN Param.: 1.10
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
ethyl-vinylether
C4H8O *
dichloromethane

N  Param.: 3.92

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
isobutylenyl-ethylether
C6H12O *
dichloromethane

N  Param.: 4.23

sN Param.: 1.00
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,1-diethoxyethene
C6H12O2 *
dichloromethane

N  Param.: 9.81

sN Param.: 0.81
*** Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
1-butoxy-1-(trimethylsiloxy)ethene
C9H20O2Si *
dichloromethane

N  Param.: 10.21

sN Param.: 0.82
**** Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
1-butoxy-1-(t-butyl-dimethylsiloxy)ethene
C12H26O2Si *
dichloromethane

N  Param.: 10.32

sN Param.: 0.79
**** Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
1,1-bis(trimethylsiloxy)propene
C9H22O2Si2 *
dichloromethane

N  Param.: 10.38

sN Param.: 0.87
**** Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
4-methyl-5-(trimethylsiloxy)-2,3-dihydrofuran
C8H16O2Si *
dichloromethane

N  Param.: 11.50

sN Param.: 0.91
*** Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
2,4,6-trimethylstyrene
C11H14 *
dichloromethane

N  Param.: 0.68

sN Param.: 1.09
*** Macromolecules 2005, 38, 33-40
10.1021/ma048389o
5-(tris(pentafluorophenyl)siloxy)-2,3-dihydrofuran
C22H5F15O2Si *
dichloromethane

N  Param.: 8.16

sN Param.: 0.67
*** Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
5-(triphenylsiloxy)-2,3-dihydrofuran
C22H20O2Si *
dichloromethane

N  Param.: 11.28

sN Param.: 0.91
*** Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
1-(triphenylsiloxy)cyclopentene
C23H22OSi *
dichloromethane

N  Param.: 5.76

sN Param.: 1.02
**** Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
2,3-dihydrofuran
C4H6O *
dichloromethane

N  Param.: 4.37

sN Param.: 0.90
**** Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
2-(tris(pentafluorophenyl)siloxy)-propene
C21H5F15OSi *
dichloromethane

N  Param.: 0.58

sN Param.: 0.91
* Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
1-(tris(pentafluorophenyl)siloxy)-cyclopentene
C23H7F15OSi *
dichloromethane

N  Param.: 1.38

sN Param.: 0.93
* Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
(allyl)dicarbonyl(cyclopentadienyl)iron(II)
*
dichloromethane

N  Param.: 6.78

sN Param.: 0.95
*** Helv. Chim. Acta 2005, 88, 1754-1768
10.1002/hlca.200590137
(2-methylallyl)dicarbonyl(cyclopentadienyl)iron(II)
*
dichloromethane

N  Param.: 8.45

sN Param.: 0.83
*** Helv. Chim. Acta 2005, 88, 1754-1768
10.1002/hlca.200590137
5-methoxy-indole
C9H9NO *
dichloromethane

N  Param.: 6.22

sN Param.: 1.12
*** J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
tert-butyl isocyanide
C5H9N *
dichloromethane

N  Param.: 5.47

sN Param.: 0.77
*** Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
benzyl isocyanide
C8H7N *
dichloromethane

N  Param.: 4.90

sN Param.: 0.74
*** Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
2,6-dimethylphenyl isocyanide
C9H9N *
dichloromethane

N  Param.: 4.59

sN Param.: 0.87
*** Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
p-tosylmethyl isocyanide (TosMIC)
C9H9NO2S *
dichloromethane

N  Param.: 3.50

sN Param.: 0.76
*** Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
4-cyanophenyl isocyanide
C8H4N2 *
dichloromethane

N  Param.: 3.57

sN Param.: 0.72
** Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
anisole
C7H8O *
dichloromethane

N  Param.: -1.18

sN Param.: 1.20
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
Ph3P=CH-CO2Et
*
dichloromethane

N  Param.: 12.79

sN Param.: 0.77
*** J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=C(CH3)-CO2Et
*
dichloromethane

N  Param.: 13.09

sN Param.: 0.73
*** J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=CH-CN
*
dichloromethane

N  Param.: 12.29

sN Param.: 0.75
*** J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=CH-COPh
*
dichloromethane

N  Param.: 9.54

sN Param.: 0.97
*** J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
(4-Br-C6H4)-(CO)-CH=SMe2
*
dichloromethane

N  Param.: 11.95

sN Param.: 0.76
*** Angew. Chem. Int. Ed. 2009, 48, 5034-5037
10.1002/anie.200900933
allyltris(trimethylsilyl)silane
*
dichloromethane

N  Param.: 1.95

sN Param.: 0.98
*** Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
(2-methylallyl)tris(trimethylsilyl)silane
*
dichloromethane

N  Param.: 4.63

sN Param.: 0.87
*** Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
2-(tris(trimethylsilyl)siloxy)propene
*
dichloromethane

N  Param.: 6.04

sN Param.: 0.82
*** Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
1-(tris(trimethylsilyl)siloxy)cyclohexene
*
dichloromethane

N  Param.: 5.07

sN Param.: 0.91
*** Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
(tris(trimethylsilyl)siloxy)ethene
*
dichloromethane

N  Param.: 4.01

sN Param.: 0.83
*** Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
2-methyl-pent-1-ene
*
dichloromethane

N  Param.: 0.84

sN Param.: 1.06
***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
1-(perfluorophenyl)-1-(trimethylsiloxy)ethene
*
dichloromethane

N  Param.: 1.47

sN Param.: 0.89
*** Org. Lett. 2012, 14, 3990-3993
10.1021/ol301766w
3,3,3-trifluoro-2-(trimethylsiloxy)propene
*
dichloromethane

N  Param.: -2.94

sN Param.: 1.11
*** Org. Lett. 2012, 14, 3990-3993
10.1021/ol301766w
(3,3,4,4,5,5,6,6,7,7,7-undecafluoro)-2-(trimethylsiloxy)hept-1-ene
*
dichloromethane

N  Param.: -3.52

sN Param.: 1.17
*** Org. Lett. 2012, 14, 3990-3993
10.1021/ol301766w
2-(triphenylsiloxy)propene
*
dichloromethane

N  Param.: 4.46

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3-methyl-2-(trimethylsiloxy)but-1-ene
*
dichloromethane

N  Param.: 5.41

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(tert.butyldimethylsiloxy)propene
*
dichloromethane

N  Param.: 5.58

sN Param.: 0.90
* Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
n-butyl vinyl ether
*
dichloromethane

N  Param.: 3.76

sN Param.: 0.91
***** J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)
C3H8N2 *
dichloromethane

N  Param.: 6.98

sN Param.: 0.85
*** Angew. Chem. Int. Ed. 2013, 52, 11900-11904
10.1002/anie.201305092
N-methylenepyrrolidin-1-amine (in CH2Cl2)
C5H10N2 *
dichloromethane

N  Param.: 7.84

sN Param.: 0.89
*** Angew. Chem. Int. Ed. 2013, 52, 11900-11904
10.1002/anie.201305092
2-(trimethylsilyl)propene
C6H14Si *
dichloromethane

N  Param.: -1.46

sN Param.: 1.05
*** Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
2-(pentamethyldisilyl)propene
C8H20Si2 *
dichloromethane

N  Param.: -0.26

sN Param.: 0.95
*** Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
2-(tris(trimethylsilyl)silyl)propene
C12H32Si4 *
dichloromethane

N  Param.: -0.31

sN Param.: 0.99
*** Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
alpha-(trimethylsilyl)styrene
C11H16Si *
dichloromethane

N  Param.: -1.13

sN Param.: 1.46
*** Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
alpha-(pentamethyldisilyl)styrene
C13H22Si2 *
dichloromethane

N  Param.: 0.61

sN Param.: 1.01
*** Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215