Mayr's Database of Reactivity Parameters

C-Nucleophiles

1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 Found 526 molecules, displaying page 2 of 11 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
(E)-penta-1,3-diene
C5H8*
dichloromethane

N  Param.: 1.49

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(E)-propenylbenzene
C9H10*
dichloromethane

N  Param.: -0.49

sN Param.: 1.18
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
(E,E)-hexa-2,4-diene
C6H10*
dichloromethane

N  Param.: 1.17

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(EtO)2P(O)CH(-)CN (in DMSO)
*
DMSO

N  Param.: 18.57

sN Param.: 0.66
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
(EtO)2P(O)CH(-)CO2Et (in DMSO)
*
DMSO

N  Param.: 19.23

sN Param.: 0.65
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
(p-bromophenyl)diazomethane
*
dichloromethane

N  Param.: 8.87

sN Param.: 0.82
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(p-cyanophenyl)diazomethane
*
dichloromethane

N  Param.: 7.66

sN Param.: 0.80
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(p-nitrophenyl)diazomethane
*
dichloromethane

N  Param.: 7.17

sN Param.: 0.83
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(S,E)-2-(diphenyl(trimethylsiloxy)methyl)-1-styrylpyrrolidine
C28H33NOSi*
MeCN

N  Param.: 10.56

sN Param.: 1.01
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
10.1002/anie.201201240
(S,E)-3-benzyl-1-methyl-4-styryl-1,4-diazaspiro[4.4]nonan-2-one
C23H26N2O*
MeCN

N  Param.: 7.92

sN Param.: 1.07
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
10.1002/anie.201201240
(S,E)-5-benzyl-2,2,3-trimethyl-1-styrylimidazolidin-4-one
C21H24N2O*
MeCN

N  Param.: 7.20

sN Param.: 1.14
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
10.1002/anie.201201240
(triisopropylsiloxy)ethene
C11H24OSi*
dichloromethane

N  Param.: 3.44

sN Param.: 0.94
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(trimethylsilyl)diazomethane
C4H10N2Si*
dichloromethane

N  Param.: 8.97

sN Param.: 0.75
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
(tris(trimethylsilyl)siloxy)ethene
*
dichloromethane

N  Param.: 4.01

sN Param.: 0.83
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
(Z)-1,2-diphenyl-1-(trimethylsiloxy)ethene (in MeCN)
 C17H20OSi*
MeCN

N  Param.: 3.00

sN Param.: 0.83
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in DMSO)
C30H32N2O*
DMSO

N  Param.: 14.40

sN Param.: 0.64
***Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)
C30H32N2O*
THF

N  Param.: 15.33

sN Param.: 0.79
***Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
(Z)-1-(1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)
C30H34N2O*
THF

N  Param.: 15.92

sN Param.: 0.72
***Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
(Z)-1-(N-morpholino)propene
C7H13NO*
dichloromethane

N  Param.: 12.26

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
(Z)-1-(triisopropylsiloxy)propen
C12H26OSi*
dichloromethane

N  Param.: 3.87

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(Z)-1-phenyl-1-(trimethylsiloxy)propene (in MeCN)
C12H18OSi*
MeCN

N  Param.: 5.18

sN Param.: 0.94
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF)
C29H23N3O*
THF

N  Param.: 14.40

sN Param.: 0.66
***Angew. Chem. Int. Ed. 2013, 52, 11163-11167
10.1002/ange.201303524
(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
(Z)-but-2-enyltrimethylsilane
C7H16Si*
dichloromethane

N  Param.: 1.69

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(Z)-penta-1,3-diene
C5H8*
dichloromethane

N  Param.: 0.66

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(Z)-phenylpropene
C9H10*
dichloromethane

N  Param.: -1.07

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
1,1-diethoxyethene
C6H12O2*
dichloromethane

N  Param.: 9.81

sN Param.: 0.81
***Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
1,1-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
1,2,3-trimethoxy-1,3-dioxopropan-2-ide (in DMSO)
C6H9O5*
DMSO

N  Param.: 20.08

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
1,2,5-trimethylpyrrole
C7H11N*
MeCN

N  Param.: 8.69

sN Param.: 1.07
***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
1,2-bis(trimethylsiloxy)cyclohexene
C12H26O2Si2*
dichloromethane

N  Param.: 4.46

sN Param.: 1.15
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,2-dimethylindole
C10H11N*
dichloromethane

N  Param.: 6.54

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
1,3,4-triphenyl-1H-1,2,4-triazol-4-ium-5-ide (in THF)
C20H15N3*
THF

N  Param.: 14.07

sN Param.: 0.84
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
1,3-diethoxy-2-fluoro-1,3-dioxopropan-2-ide (in DMSO)
C7H10FO4*
DMSO

N  Param.: 20.63

sN Param.: 0.76
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
1,3-diethyl-thiobarbiturate anion (in DMSO)
C8H11N2O2S*
DMSO

N  Param.: 14.90

sN Param.: 0.80
***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
1,3-dimesityl-1H-imidazol-3-ium-2-ide (in THF)
C21H24N2*
THF

N  Param.: 21.72

sN Param.: 0.45
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-ide (in THF)
C21H26N2*
THF

N  Param.: 23.35

sN Param.: 0.40
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
1,3-dimethoxybenzene
C8H10O2*
dichloromethane

N  Param.: 2.48

sN Param.: 1.09
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1,3-dimethylbarbiturate anion (in DMSO)
C6H7N2O3*
DMSO

N  Param.: 17.46

sN Param.: 0.72
***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
1-((4-chlorobenzylidene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
DMSO

N  Param.: 29.02

sN Param.: 0.49
**Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-((diphenylmethylene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
DMSO

N  Param.: 26.95

sN Param.: 0.52
***Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-(1-cyclohexenyl)-4-methylpiperazine
C11H20N2*
dichloromethane

N  Param.: 12.51

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-(3-chloropyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
C13H11ClNO*
DMSO

N  Param.: 17.98

sN Param.: 0.63
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
1-(4-(dimethylamino)pyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
C15H17N2O*
DMSO

N  Param.: 21.61

sN Param.: 0.58
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*

N  Param.: 29.10

sN Param.: 0.50
*Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-(ethoxycarbonyl)-2-oxocyclododecan-1-ide (in DMSO)
C15H25O3*
DMSO

N  Param.: 20.60

sN Param.: 0.63
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocycloheptan-1-ide
C10H15O3*
DMSO

N  Param.: 19.53

sN Param.: 0.83
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocyclohexan-1-ide (in DMSO)
C9H13O3*
DMSO

N  Param.: 18.32

sN Param.: 0.84
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
1-(ethoxycarbonyl)-2-oxocyclooctan-1-ide (in DMSO)
C11H17O3*
DMSO

N  Param.: 20.02

sN Param.: 0.76
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107