Mayr's Database of Reactivity Parameters

C-Nucleophiles

For reactivities of structurally related compounds go to: Nucleophiles
4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 Found 572 molecules, displaying page 9 of 12 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
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
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
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
(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
(triisopropylsiloxy)ethene
C11H24OSi*
 dichloromethane

N  Param.: 3.44

sN Param.: 0.94		**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(2-methylallyl)triphenylsilane
C22H22Si*
 dichloromethane

N  Param.: 4.17

sN Param.: 0.79		**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-(triisopropylsiloxy)propene
C12H26OSi*
 dichloromethane

N  Param.: 5.38

sN Param.: 0.85		**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
N-vinylcarbazole
C14H11N*
 dichloromethane

N  Param.: 5.02

sN Param.: 0.94		**Macromolecules 2002, 35, 5454-5458
10.1021/ma020306l
diethyl diazomalonate
C7H10N2O4*
 dichloromethane

N  Param.: -0.35

sN Param.: 0.93		**Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
3,3-dimethyl-2-(trimethylsiloxy)buten
C9H20OSi*
 dichloromethane

N  Param.: 3.78

sN Param.: 0.79		**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
4-cyanophenyl isocyanide
C8H4N2*
 dichloromethane

N  Param.: 3.57

sN Param.: 0.72		**Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
(5-methyl-furan-2-yl) MIDA boronate
*
 MeCN

N  Param.: 1.84

sN Param.: 1.26		**Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
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
potassium (1-(tert-butoxycarbonyl)-1H-indol-3-yl)trifluoroborate
C13H14BF3KNO2*
 MeCN

N  Param.: 4.06

sN Param.: 0.79		**J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium trifluoro(furan-2-yl)borate
C4H3BF3KO*
 MeCN

N  Param.: 5.99

sN Param.: 0.79		**J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate
C18H21BF3LiO2S*
 MeCN

N  Param.: 6.24

sN Param.: 1.00		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-chlorophenyl)pinacolborate
C17H21BClLiO2S*
 MeCN

N  Param.: 6.77

sN Param.: 0.88		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(phenyl)pinacolborate
C17H22BLiO2S*
 MeCN

N  Param.: 7.24

sN Param.: 0.83		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-methylphenyl)pinacolborate
C18H24BLiO2S*
 MeCN

N  Param.: 6.98

sN Param.: 0.93		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-methoxyphenyl)pinacolborate
C18H24BLiO3S*
 MeCN

N  Param.: 7.51

sN Param.: 0.87		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium (5-methylthiophen-2-yl)(4-(dimethylamino)phenyl)pinacolborate
C19H27BLiNO2S*
 MeCN

N  Param.: 8.02

sN Param.: 0.89		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
lithium bis(5-methylthiophen-2-yl)pinacolborate
C16H22BLiO2S2*
 MeCN

N  Param.: 7.67

sN Param.: 0.87		**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562