Mayr's Database of Reactivity Parameters

Enamines, Enamides, and Ynamides

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
(cyclohexen-1-yl)prolinate (in MeCN)
*
MeCN

N  Param.: 18.86

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2010, 49, 9526-9529
10.1002/anie.201004344
1-(N-pyrrolidino)cyclohexene (in MeCN)
*
MeCN

N  Param.: 16.42

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2010, 49, 9526-9529
10.1002/anie.201004344
methyl (cyclohexen-1-yl)prolinate (in MeCN)
*
MeCN

N  Param.: 14.96

sN Param.: 0.68
***Angew. Chem. Int. Ed. 2010, 49, 9526-9529
10.1002/anie.201004344
(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)-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
(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
(2S,5S)-5-benzyl-2-(tert-butyl)-3-methyl-1-((E)-styryl)imidazolidin-4-one
C23H28N2O*
MeCN

N  Param.: 5.80

sN Param.: 0.87
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
10.1002/anie.201201240
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
2-((2,2,5,5-tetramethyl-1-(prop-1-en-1-yl)-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C12H19N3S*
MeCN

N  Param.: 9.25

sN Param.: 0.84
***Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C17H21N3S*
MeCN

N  Param.: 7.74

sN Param.: 0.87
***Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
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
1-(N-pyrrolidino)cyclopentene
C9H15N*
dichloromethane

N  Param.: 15.91

sN Param.: 0.86
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-(N-piperidino)cyclopentene
C10H17N*
dichloromethane

N  Param.: 15.06

sN Param.: 0.82
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-(N-pyrrolidino)cyclohexene
C10H17N*
dichloromethane

N  Param.: 14.91

sN Param.: 0.86
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-(N-morpholino)cyclopentene
C9H15NO*
dichloromethane

N  Param.: 13.41

sN Param.: 0.82
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-(phenylmethylamino)cyclopentene
C12H15N*
dichloromethane

N  Param.: 12.90

sN Param.: 0.79
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-(phenylmethylamino)cyclohexene
C13H17N*
dichloromethane

N  Param.: 10.73

sN Param.: 0.81
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
morpholinoisobutylene
C8H15NO*
dichloromethane

N  Param.: 10.04

sN Param.: 0.82
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
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
N-(1-phenylvinyl)acetamide
C10H11NO*
MeCN

N  Param.: 5.73

sN Param.: 0.97
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
N-(1-(p-tolyl)vinyl)acetamide
C11H13NO*
MeCN

N  Param.: 6.57

sN Param.: 0.91
**Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
N-(1-(4-methoxyphenyl)vinyl)acetamide
C11H13NO2*
MeCN

N  Param.: 7.06

sN Param.: 0.85
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
N-(1-(4-chlorophenyl)vinyl)acetamide
C10H10ClNO*
MeCN

N  Param.: 5.60

sN Param.: 1.00
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
benzyl (1-phenylvinyl)carbamate
C16H15NO2*
MeCN

N  Param.: 6.21

sN Param.: 0.87
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
N-(1-phenylvinyl)benzamide
C15H13NO*
MeCN

N  Param.: 5.44

sN Param.: 1.00
*Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
N-(1-(naphthalen-2-yl)vinyl)acetamide
C14H13NO*
MeCN

N  Param.: 6.28

sN Param.: 0.95
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
N-(3,4-dihydronaphthalen-1-yl)acetamide
C12H13NO*
MeCN

N  Param.: 4.91

sN Param.: 0.87
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
N-(cyclohex-1-en-1-yl)acetamide
C8H13NO*
MeCN

N  Param.: 5.64

sN Param.: 0.79
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
N-(cyclopent-1-en-1-yl)acetamide
C7H11NO*
MeCN

N  Param.: 7.06

sN Param.: 0.87
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
N-(3,3-dimethylbut-1-en-2-yl)acetamide
C8H15NO*
MeCN

N  Param.: 4.61

sN Param.: 0.98
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
(E)-1-styrylpyrrolidine (in MeCN)
C12H15N*
MeCN

N  Param.: 13.87

sN Param.: 0.76
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-1-(2-(4-methoxyphenyl)-1-phenylvinyl)pyrrolidine (in MeCN)
*
MeCN

N  Param.: 11.99

sN Param.: 0.84
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-1-(1,2-diphenylvinyl)pyrrolidine (in MeCN)
*
MeCN

N  Param.: 11.66

sN Param.: 0.82
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-4-(2-phenyl-2-(pyrrolidin-1-yl)vinyl)benzonitrile (in MeCN)
*
MeCN

N  Param.: 10.63

sN Param.: 0.84
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-1-(2-(4-nitrophenyl)-1-phenylvinyl)pyrrolidine (in MeCN)
*
MeCN

N  Param.: 10.42

sN Param.: 0.82
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-1-(1,2-diphenylvinyl)piperidine (in MeCN)
*
MeCN

N  Param.: 9.94

sN Param.: 0.86
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(E)-4-(1,2-diphenylvinyl)morpholine (in MeCN)
*
MeCN

N  Param.: 8.78

sN Param.: 0.83
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(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)-4-styrylmorpholine
*
MeCN

N  Param.: 11.66

sN Param.: 0.83
***Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
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