Mayr's Database of Reactivity Parameters

C-Nucleophiles

1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 Found 562 molecules, displaying page 2 of 12 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)
C22H26N2S*
MeCN

N  Param.: 8.30

sN Param.: 0.84
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylbut-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)
C19H28N2S*
MeCN

N  Param.: 7.92

sN Param.: 0.73
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylprop-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)
C18H26N2S*
MeCN

N  Param.: 9.64

sN Param.: 0.70
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)
C17H24N2S *
dichloromethane

N  Param.: 8.13

sN Param.: 0.97
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)
C17H24N2S*
MeCN

N  Param.: 8.12

sN Param.: 0.88
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764
(E)-4-styrylmorpholine
*
MeCN

N  Param.: 11.66

sN Param.: 0.83
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-beta-(N-morpholino)styrene
C12H15NO*
dichloromethane

N  Param.: 10.76

sN Param.: 0.87
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
(E)-beta-(N-piperidino)styrene (in MeCN)
*
MeCN

N  Param.: 13.84

sN Param.: 0.73
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-but-2-ene
C4H8*
dichloromethane

N  Param.: -2.45

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(E)-but-2-enyltrimethylsilane
C7H16Si*
dichloromethane

N  Param.: 1.94

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
(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-Bis(2,6-diisopropylphenyl)-4-methylene-5-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C34H40F3N3*
THF

N  Param.: 22.30

sN Param.: 0.49
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-bis(2,6-diisopropylphenyl)-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C33H41N3*
THF

N  Param.: 22.80

sN Param.: 0.60
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-5-(4-methoxyphenyl)-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C34H43N3O*
THF

N  Param.: 23.55

sN Param.: 0.56
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-bis(2,6-diisopropylphenyl)-5-methyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C28H39N3*
THF

N  Param.: 24.86

sN Param.: 0.52
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)
C35H39F6N3*
THF

N  Param.: 21.36

sN Param.: 0.42
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)
C42H59N3*
THF

N  Param.: 20.78

sN Param.: 0.61
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790