Mayr's Database of Reactivity Parameters

Nucleophiles

15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 Found 1310 molecules, displaying page 19 of 27 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
1,3-dimethyl-2-methylene-2,3-dihydro-1H-benzo[d]imidazole
C10H12N2*
THF

N  Param.: 19.84

sN Param.: 0.58
***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
4-methylthiophenolate (in DMSO)
C7H7S-*
DMSO

N  Param.: 24.35

sN Param.: 0.69
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
naphthalene-2-thiolate (in DMSO)
 C10H7S-*
DMSO

N  Param.: 22.55

sN Param.: 0.83
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
4-methoxythiophenolate (in DMSO)
C7H7OS-*
DMSO

N  Param.: 24.97

sN Param.: 0.68
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C15H22BLiO2*
MeCN

N  Param.: 11.00

sN Param.: 0.57
***J. Am. Chem. Soc. 2022, 144, 16118-16130
10.1021/jacs.2c06493
NADH (in water)
*
water

N  Param.: 10.37

sN Param.: 0.54
***Org. Biomol. Chem. 2023, 21, 85-88
10.1039/D2OB02041F
4-pyrrolidinopyridine (in MeCN)
C9H12N2*
MeCN

N  Param.: 14.99

sN Param.: 0.69
***Chem. Eur. J. 2013, 19, 6435-6442
10.1002/chem.201204452
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
1,3-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)-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)-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-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
1,3-Diisopropyl-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C15H21N3*
THF

N  Param.: 30.25

sN Param.: 0.54
***Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
5-(tert-Butyl)-1,3-diisopropyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C13H25N3*
THF

N  Param.: 31.92

sN Param.: 0.52
***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-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
(E)-2-((1-(but-1-en-1-yl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C13H21N3S*
MeCN

N  Param.: 9.23

sN Param.: 0.74
***Chem. Eur. J. 2024, 30, e202302764
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. 2024, 30, e202302764
10.1002/chem.202302764
(E)-13-(ethylthio)-6-styryl-6,12-diazadispiro[4.1.47.25]tridec-12-ene (in MeCN)
C21H28N2S*
MeCN

N  Param.: 7.79

sN Param.: 0.87
***Chem. Eur. J. 2024, 30, e202302764
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. 2024, 30, e202302764
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. 2024, 30, e202302764
10.1002/chem.202302764
(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. 2024, 30, e202302764
10.1002/chem.202302764
diazocyclopentadiene (in CH2Cl2)
C5H4N2*
dichloromethane

N  Param.: 4.84

sN Param.: 1.06
***Synthesis 2023, 55, 354-358
10.1055/s-0041-1737327
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidin-4-one (in MeCN)
C16H22N2O*
MeCN

N  Param.: 7.10

sN Param.: 0.82
***Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidine-4-thione (in MeCN)
C16H22N2S*
MeCN

N  Param.: 6.49

sN Param.: 0.83
***Chem. Eur. J. 2024, 30, e202302764
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. 2024, 30, e202302764
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. 2024, 30, e202302764
10.1002/chem.202302764
1-mesityl-3-methyl-5-methylene-2,4,6-triphenyl-2,5-dihydropyridin-1-ium-2-ide (in THF)
C34H31N*
THF

N  Param.: 26.16

sN Param.: 0.52
***Angew. Chem. Int. Ed. 2024, , e202318283
10.1002/anie.202318283
(S)-3,3-difluoro-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine (in CH2Cl2)
C16H12F2N2S*
dichloromethane

N  Param.: 10.83

sN Param.: 0.80
***ARKIVOC 2024, (4), 202312093
10.24820/ark.5550190[...]
anion of nitroethane (in DMF)
C2H4NO2- *
DMF

N  Param.: 22.21

sN Param.: 0.48
***Chem. Eur. J. 2008, 14, 6108-6118
10.1002/chem.200800329
pyridine (in MeCN)
C5H5N*
MeCN

N  Param.: 13.60

sN Param.: 0.60
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
2-methylpyridine (in CH2Cl2)
C6H7N*
dichloromethane

N  Param.: 10.52

sN Param.: 0.78
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
2-methylpyridine (in MeCN)
C6H7N*
MeCN

N  Param.: 10.98

sN Param.: 0.66
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
2,6-dimethylpyridine (in CH2Cl2)
C7H9N*
dichloromethane

N  Param.: 9.87

sN Param.: 0.68
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
2,6-dimethylpyridine (in MeCN)
C7H9N*
MeCN

N  Param.: 9.11

sN Param.: 0.69
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
2,4,6-trimethylpyridine (in CH2Cl2)
C8H11N*
dichloromethane

N  Param.: 9.34

sN Param.: 0.71
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
2,4,6-trimethylpyridine (in MeCN)
C8H11N*
MeCN

N  Param.: 9.39

sN Param.: 0.60
***Synthesis 2017, 49, 3495-3504
10.1055/s-0036-1590504
1,3,5-trimethyl-2-methylene-1,2-dihydropyridine (in DMSO)
C9H13N*
DMSO

N  Param.: 21.16

sN Param.: 0.59
***Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO)
C8H11N*
DMSO

N  Param.: 19.91

sN Param.: 0.62
***Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in MeCN)
C8H11N*
MeCN

N  Param.: 19.69

sN Param.: 0.61
***Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1,6-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO)
C8H11N*
DMSO

N  Param.: 20.76

sN Param.: 0.60
***Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1-methyl-2-methylene-3-phenyl-1,2-dihydropyridine (in DMSO)
C13H13N*
DMSO

N  Param.: 19.41

sN Param.: 0.61
***Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1-(4-(tert-butyl)phenyl)-2-methylene-4,6-diphenyl-1,2-dihydropyridine (in DMSO)
C28H27N*
DMSO

N  Param.: 19.36

sN Param.: 0.68
***Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
enolate of 3-isochromanone (in DMSO)
C9H7O2-*
DMSO

N  Param.: 25.39

sN Param.: 0.54
***J. Org. Chem. 2024, 89, 6915-6928
10.1021/acs.joc.4c00277
enolate of 2-coumaranone (in DMSO)
C8H5O2-*
DMSO

N  Param.: 19.60

sN Param.: 0.75
***J. Org. Chem. 2024, 89, 6915-6928
10.1021/acs.joc.4c00277
methyl diazoacetate
C3H4N2O2*
dichloromethane

N  Param.: 4.68

sN Param.: 0.94
***J. Am. Chem. Soc. 2023, 145, 7416-7434
10.1021/jacs.2c13872
dimethyl diazomalonate
C5H6N2O4*
dichloromethane

N  Param.: -1.24

sN Param.: 0.81
***J. Am. Chem. Soc. 2023, 145, 7416-7434
10.1021/jacs.2c13872
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in CH2Cl2)
C6H4F3N2O2S-*
dichloromethane

N  Param.: 17.88

sN Param.: 0.73
***J. Am. Chem. Soc. 2025, 147, 5043-5050
10.1021/jacs.4c14825