Mayr's Database of Reactivity Parameters

Nucleophiles

5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 Forward » Found 1292 molecules, displaying page 13 of 13 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
(S)-N-propylpyrrolidine-2-carboxamide
C8H16N2O*
MeCN

N  Param.: 15.20

sN Param.: 0.73
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-2-(pyrrolidin-2-ylmethyl)isoindoline-1,3-dione
C13H14N2O2*
MeCN

N  Param.: 15.90

sN Param.: 0.77
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-4-phenyl-1-(pyrrolidin-2-ylmethyl)-1H-1,2,3-triazole
C13H16N4*
MeCN

N  Param.: 15.32

sN Param.: 0.72
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-1-(pyrrolidin-2-ylmethyl)-1H-imidazole
C8H13N3*
MeCN

N  Param.: 15.55

sN Param.: 0.69
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-3-butyl-1-(pyrrolidin-2-ylmethyl)-1H-imidazol-3-ium trifluoromethanesulfonate
C13H22F3N3O3S*
MeCN

N  Param.: 13.57

sN Param.: 0.53
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea
C14H15F6N3S*
MeCN

N  Param.: 14.97

sN Param.: 0.69
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)urea
C14H15F6N3O*
MeCN

N  Param.: 17.50

sN Param.: 0.64
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2-tritylpyrrolidine
C23H23N*
MeCN

N  Param.: 9.16

sN Param.: 1.39
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-2-(diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine
C20H27NOSi*
MeCN

N  Param.: 12.03

sN Param.: 0.98
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-diphenyl(pyrrolidin-2-yl)methanol
C17H19NO*
MeCN

N  Param.: 16.18

sN Param.: 0.56
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-2-(azidodiphenylmethyl)pyrrolidine
C17H18N4*
MeCN

N  Param.: 9.90

sN Param.: 1.22
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2-(triphenylsilyl)pyrrolidine
C22H23NSi*
MeCN

N  Param.: 14.00

sN Param.: 0.84
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one
C13H18N2O*
MeCN

N  Param.: 6.04

sN Param.: 0.92
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one
C15H22N2O*
MeCN

N  Param.: 5.44

sN Param.: 1.12
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(2S,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one
C16H18N2O2*
MeCN

N  Param.: 8.76

sN Param.: 0.89
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(2R,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one
C16H18N2O2*
MeCN

N  Param.: 7.39

sN Param.: 1.00
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
dimethylsulfide (in CH2Cl2)
C2H6S*
dichloromethane

N  Param.: 12.32

sN Param.: 0.72
**Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
dimethylsulfide (in MeCN)
C2H6S*
MeCN

N  Param.: 12.70

sN Param.: 0.72
-Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
dimethylselenide (in CH2Cl2)
C2H6Se*
dichloromethane

N  Param.: 12.60

sN Param.: 0.72
-Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
dibutylsulfide (in CH2Cl2)
C8H18S*
dichloromethane

N  Param.: 11.86

sN Param.: 0.74
**Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
TCAP (in MeCN)
C11H14N2*
MeCN

N  Param.: 15.60

sN Param.: 0.68
***Chem. Eur. J. 2013, 19, 6435-6442
10.1002/chem.201204452
tetrahydrothiophene (in CH2Cl2)
C4H8S*
dichloromethane

N  Param.: 13.10

sN Param.: 0.72
-Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
tetrahydrothiophene (in MeCN)
C4H8S*
MeCN

N  Param.: 13.30

sN Param.: 0.72
-Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
tetrahydrothiopyran (in CH2Cl2)
C5H10S*
dichloromethane

N  Param.: 11.94

sN Param.: 0.75
**Chem. Eur. J. 2021, 21, 11367-11376
10.1002/chem.202100977
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in MeCN)
C9H5F6O2S*
MeCN

N  Param.: 16.15

sN Param.: 0.99
***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
anion of 4-cyanobenzyl trifluoromethyl sulfone (in MeCN)
C9H5F3NO2S*
MeCN

N  Param.: 15.62

sN Param.: 0.99
***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
anion of 4-nitrobenzyl-CN (in MeCN)
C8H5N2O2*
MeCN

N  Param.: 20.10

sN Param.: 0.71
***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
anion of (4-NO2-C6H4)CH2SO2Ph (in MeCN)
C13H10NO4S*
MeCN

N  Param.: 19.90

sN Param.: 0.66
***J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
benzoate (inMeCN)
*
MeCN

N  Param.: 16.45

sN Param.: 0.72
***J. Am. Chem. Soc. 2020, 142, 5221-5233
10.1021/jacs.9b12998
3-diazoindolin-2-one
C8H5N3O*
dichloromethane

N  Param.: 3.16

sN Param.: 1.03
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
NADPH (in water)
*
water

N  Param.: 10.68

sN Param.: 0.54
***Org. Biomol. Chem. 2023, 21, 85-88
10.1039/D2OB02041F
2-diazoindan-1-one
C9H6N2O*
dichloromethane

N  Param.: 5.61

sN Param.: 0.65
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazocyclohexanone
C6H8N2O*
dichloromethane

N  Param.: 3.44

sN Param.: 0.83
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazo-1-tetralone
C10H8N2O*
dichloromethane

N  Param.: 3.51

sN Param.: 0.86
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazoindandione
C9H4N2O2*
dichloromethane

N  Param.: 0.16

sN Param.: 0.86
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazo-1-benzosuberone
C11H10N2O*
dichloromethane

N  Param.: 2.72

sN Param.: 0.96
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazobenzothiophen-3(2H)-one
C8H4N2OS*
dichloromethane

N  Param.: 0.40

sN Param.: 0.93
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
4-nitrothiophenolate (in DMSO)
C6H4NO2S-*
DMSO

N  Param.: 18.92

sN Param.: 0.87
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
3,5-bis(trifluoromethyl)thiophenolate (in DMSO)
C8H3F6S-*
DMSO

N  Param.: 19.71

sN Param.: 0.86
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
4-(trifluoromethyl)thiophenolate (in DMSO)
C7H4F3S-*
DMSO

N  Param.: 21.30

sN Param.: 0.86
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
methanol (in MeCN)
*
MeCN

N  Param.: 6.86

sN Param.: 0.73
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
10.1246/bcsj.20170360
ethanol (in MeCN)
*
MeCN

N  Param.: 7.13

sN Param.: 0.71
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
10.1246/bcsj.20170360
isopropanol (in MeCN)
*
MeCN

N  Param.: 6.82

sN Param.: 0.70
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
10.1246/bcsj.20170360
tert-butanol (in MeCN)
*
MeCN

N  Param.: 5.35

sN Param.: 0.72
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
10.1246/bcsj.20170360
water (in MeCN)
*
MeCN

N  Param.: 5.79

sN Param.: 0.72
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
10.1246/bcsj.20170360
3-(trifluoromethyl)thiophenolate (in DMSO)
C7H4F3S-*
DMSO

N  Param.: 21.75

sN Param.: 0.86
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
3-chlorothiophenolate (in DMSO)
C6H4ClS-*
DMSO

N  Param.: 22.50

sN Param.: 0.78
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
4-bromothiophenolate (in DMSO)
C6H4BrS-*
DMSO

N  Param.: 22.80

sN Param.: 0.78
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
thiophenolate (in DMSO)
C6H5S-*
DMSO

N  Param.: 23.36

sN Param.: 0.74
***J. Org. Chem. 2021, 86, 5965-5972
10.1021/acs.joc.1c00025
1,3-dimethyl-2-methyleneimidazolidine (in THF)
C6H12N2*
THF

N  Param.: 18.11

sN Param.: 0.68
***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimethyl-2-methylenehexahydropyrimidine (in THF)
C7H14N2*
THF

N  Param.: 18.68

sN Param.: 0.63
***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimesityl-2-methylene-2,3-dihydro-1H-imidazole (in THF)
C22H26N2*
THF

N  Param.: 17.80

sN Param.: 0.79
***J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
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. 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)-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. 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-(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-(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
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. 2023, , EarlyView
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. 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-(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
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
chloro(phenylsulfonyl)methanide (in DMF)
C7H6ClO2S *
DMF

N  Param.: 26.64

sN Param.: 0.64
-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