Mayr's Database of Reactivity Parameters

Enamines, Enamides, and Ynamides

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
morpholinoisobutylene
C8H15NO*
dichloromethane

N  Param.: 10.04

sN Param.: 0.82
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
N-vinylcarbazole
C14H11N*
dichloromethane

N  Param.: 5.02

sN Param.: 0.94
**Macromolecules 2002, 35, 5454-5458
10.1021/ma020306l
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
(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
(E)-1-(N-morpholino)propene
C7H13NO*
dichloromethane

N  Param.: 12.06

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-methyl-4-(N-morpholino)tetrahydropyridine
C10H18N2O*
dichloromethane

N  Param.: 12.03

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
(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
alpha-(N-morpholino)styrene
C12H15NO*
dichloromethane

N  Param.: 9.96

sN Param.: 0.79
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
ethyl (E)-3-(dimethylamino)acrylate
C7H13NO2*
dichloromethane

N  Param.: 9.43

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
ethyl (E)-3-(N-morpholino)acrylate
C9H15NO3*
dichloromethane

N  Param.: 8.52

sN Param.: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
2-(bis(trimethylsiloxy)amino)propene
C9H23NO2Si2*
dichloromethane

N  Param.: 4.76

sN Param.: 0.86
***J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
(bis(trimethylsiloxy)amino)styrene
C14H25NO2Si2*
dichloromethane

N  Param.: 4.80

sN Param.: 0.86
*J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
2-(bis(tert-butyldimethylsiloxy)amino)propene
C15H35NO2Si2*
dichloromethane

N  Param.: 4.23

sN Param.: 0.93
***J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
4-(bis(trimethylsiloxy)amino)pent-4-enoic acid methyl ester
C12H27NO4Si2*
dichloromethane

N  Param.: 3.84

sN Param.: 0.87
***J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
N-benzyl-N-(but-1-yn-1-yl)-4-methylbenzenesulfonamide
C18H19NO2S*
dichloromethane

N  Param.: 5.16

sN Param.: 0.85
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
N-benzyl-N-((2-methoxyphenyl)ethynyl)-4-methylbenzenesulfonamide
C23H21NO3S*
dichloromethane

N  Param.: 4.40

sN Param.: 0.86
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
4-methyl-N-(2-phenylethynyl)-N-(phenylmethyl)benzenesulfonamide
C22H19NO2S*
dichloromethane

N  Param.: 3.85

sN Param.: 0.84
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
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
(E)-1-styrylpyrrolidine (in CH2Cl2)
C12H15N*
dichloromethane

N  Param.: 12.26

sN Param.: 0.93
***J. Am. Chem. Soc. 2014, 136, 14263-14269
10.1021/ja508065e
(E)-1-styryl-2-tritylpyrrolidine (in CH2Cl2)
C31H29N*
dichloromethane

N  Param.: 10.19

sN Param.: 1.06
***J. Am. Chem. Soc. 2014, 136, 14263-14269
10.1021/ja508065e
(E)-1-styryl-2-(triphenylsilyl)pyrrolidine (in CH2Cl2)
C30H29NSi*
dichloromethane

N  Param.: 11.77

sN Param.: 0.98
***J. Am. Chem. Soc. 2014, 136, 14263-14269
10.1021/ja508065e
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in CH2Cl2)
C17H21N3S*
dichloromethane

N  Param.: 7.06

sN Param.: 1.11
***Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
(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-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)
C22H26N2S *
dichloromethane

N  Param.: 7.99

sN Param.: 0.98
***Chem. Eur. J. 2023, , EarlyView
10.1002/chem.202302764