Mayr's Database of Reactivity Parameters

Nucleophiles

5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 Found 1298 molecules, displaying page 9 of 13 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
1,3-di-tert-butyl-2,3-dihydro-1H-benzo[d][1,3,2]diazaphosphole (in MeCN)
C14H23N2P*
MeCN

N  Param.: 20.93

sN Param.: 0.43
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
1,3-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN)
C26H37N2P*
MeCN

N  Param.: 19.85

sN Param.: 0.34
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
1,3-di-tert-butyl-1,3,2-diazaphosphinane (in MeCN)
C11H25N2P*
MeCN

N  Param.: 13.46

sN Param.: 0.52
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
1,3-di-tert-butyl-1,3,2-diazaphospholidine (in MeCN)
C10H23N2P*
MeCN

N  Param.: 18.74

sN Param.: 0.47
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
1,3-dimesityl-2,3-dihydro-1H-1,3,2-diazaphosphole (in MeCN)
C20H25N2P*
MeCN

N  Param.: 17.68

sN Param.: 0.68
***Angew. Chem. Int. Ed. 2019, 58, 5983-5987
10.1002/anie.201901456
Ph3P=CH-CHO (in MeCN)
C20H17OP*
MeCN

N  Param.: 9.09

sN Param.: 0.74
***J. Am. Chem. Soc. 2016, 138, 11272-11281
10.1021/jacs.6b06264
Ph3P=CH-C(O)Me (in MeCN)
C21H19OP*
MeCN

N  Param.: 10.27

sN Param.: 0.83
***J. Am. Chem. Soc. 2016, 138, 11272-11281
10.1021/jacs.6b06264
cysteine (dianionic, in water)
C3H5NO2S*
water

N  Param.: 23.43

sN Param.: 0.42
***Org. Biomol. Chem. 2007, 5, 3814-3820
10.1039/b713778h
p-nitrophenolate (in DMSO)
C6H4NO3*
DMSO

N  Param.: 14.32

sN Param.: 0.77
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-nitrophenolate (in MeCN)
C6H4NO3*
MeCN

N  Param.: 15.14

sN Param.: 0.82
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-nitrophenolate (in DMF)
C6H4NO3*
DMF

N  Param.: 15.05

sN Param.: 0.80
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-nitrophenolate (in DMSO)
C6H4NO3*
DMSO

N  Param.: 15.48

sN Param.: 0.71
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-nitrophenolate (in MeCN)
C6H4NO3*
MeCN

N  Param.: 15.83

sN Param.: 0.80
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-nitrophenolate (in DMF)
C6H4NO3*
DMF

N  Param.: 16.65

sN Param.: 0.70
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-nitrophenolate (in DMSO)
C6H4NO3*
DMSO

N  Param.: 21.29

sN Param.: 0.54
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-nitrophenolate (in MeCN)
C6H4NO3*
MeCN

N  Param.: 25.51

sN Param.: 0.43
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-nitrophenolate (in DMF)
C6H4NO3*
DMF

N  Param.: 22.41

sN Param.: 0.54
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-cyanophenolate (in DMSO)
C7H4KNO*
DMSO

N  Param.: 18.78

sN Param.: 0.57
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-cyanophenolate (in DMF)
C7H4KNO*
DMF

N  Param.: 17.85

sN Param.: 0.71
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-(trifluoromethyl)phenolate (in DMSO)
C7H4F3O*
DMSO

N  Param.: 18.47

sN Param.: 0.61
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-(trifluoromethyl)phenolate (in MeCN)
C7H4F3O*
MeCN

N  Param.: 18.39

sN Param.: 0.69
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
o-(trifluoromethyl)phenolate (in DMF)
C7H4F3O*
DMF

N  Param.: 20.37

sN Param.: 0.58
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(trifluoromethyl)phenolate (in DMSO)
C7H4F3KO*
DMSO

N  Param.: 18.98

sN Param.: 0.63
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-chlorophenolate (in DMSO)
C6H4ClKO*
DMSO

N  Param.: 20.34

sN Param.: 0.64
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-chlorophenolate (in MeCN)
C6H4ClKO*
MeCN

N  Param.: 18.32

sN Param.: 0.82
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-chlorophenolate (in DMF)
C6H4ClKO*
DMF

N  Param.: 19.67

sN Param.: 0.72
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
phenolate (in DMSO)
C6H5KO*
DMSO

N  Param.: 19.86

sN Param.: 0.71
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
phenolate (in MeCN)
C6H5KO*
MeCN

N  Param.: 18.53

sN Param.: 0.85
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
phenolate (in DMF)
C6H5KO*
DMF

N  Param.: 18.86

sN Param.: 0.89
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methylphenolate (in DMSO)
C7H7KO*
DMSO

N  Param.: 19.08

sN Param.: 0.87
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methylphenolate (in DMF)
C7H7KO*
DMF

N  Param.: 19.65

sN Param.: 0.85
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(tert-butyl)phenolate (in DMSO)
C10H13KO*
DMSO

N  Param.: 19.67

sN Param.: 0.79
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(tert-butyl)phenolate (in MeCN)
C10H13KO*
MeCN

N  Param.: 21.70

sN Param.: 0.58
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-(tert-butyl)phenolate (in DMF)
C10H13KO*
DMF

N  Param.: 19.90

sN Param.: 0.80
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methoxyphenolate (in DMSO)
C7H7KO2*
DMSO

N  Param.: 20.09

sN Param.: 0.80
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methoxyphenolate (in MeCN)
C7H7KO2*
MeCN

N  Param.: 20.62

sN Param.: 0.69
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methoxyphenolate (in DMF)
C7H7KO2*
DMF

N  Param.: 19.90

sN Param.: 0.82
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
m-methoxyphenolate (in MeCN)
C7H7KO2*
MeCN

N  Param.: 18.81

sN Param.: 0.80
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
p-methylphenolate (in H2O)
C7H7KO*
water

N  Param.: 14.30

sN Param.: 0.55
***J. Org. Chem. 2019, 84, 8837-8858
10.1021/acs.joc.9b01485
glutathione GSH(NH3+/S-)
*
water

N  Param.: 20.97

sN Param.: 0.56
***Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
prolinate (in MeCN)
C5H8NO2-*
MeCN

N  Param.: 19.95

sN Param.: 0.68
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2-methylpyrrolidine (in MeCN)
C5H11N*
MeCN

N  Param.: 16.78

sN Param.: 0.71
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
pyrrolidine (inMeCN)
C4H9N*
MeCN

N  Param.: 18.58

sN Param.: 0.61
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(R)-2-isopropylpyrrolidine
C7H15N*
MeCN

N  Param.: 16.44

sN Param.: 0.71
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2,2-dimethylpyrrolidine
C6H13N*
MeCN

N  Param.: 13.96

sN Param.: 0.76
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2-benzylpyrrolidine
C11H15N*
MeCN

N  Param.: 17.43

sN Param.: 0.66
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-2-benzhydrylpyrrolidine
C17H19N*
MeCN

N  Param.: 16.61

sN Param.: 0.67
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-pyrrolidin-2-ylmethanamine
C5H12N2*
MeCN

N  Param.: 17.24

sN Param.: 0.67
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-N,N-dimethyl-1-(pyrrolidin-2-yl)methanamine
C7H16N2*
MeCN

N  Param.: 17.41

sN Param.: 0.68
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-1-(pyrrolidin-2-ylmethyl)pyrrolidine
C9H18N2*
MeCN

N  Param.: 18.33

sN Param.: 0.64
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-2-(azidomethyl)pyrrolidine
C5H10N4*
MeCN

N  Param.: 15.43

sN Param.: 0.73
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-pyrrolidin-2-ylmethanol
C5H11NO*
MeCN

N  Param.: 16.74

sN Param.: 0.67
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-2-(methoxymethyl)pyrrolidine
C6H13NO*
MeCN

N  Param.: 16.50

sN Param.: 0.71
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
2-(trifluoromethyl)pyrrolidine
C5H8F3N*
MeCN

N  Param.: 11.34

sN Param.: 0.73
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
methyl L-prolinate
C6H11NO2*
MeCN

N  Param.: 14.75

sN Param.: 0.82
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(S)-N,N-dimethylpyrrolidine-2-carboxamide
C7H14N2O*
MeCN

N  Param.: 17.61

sN Param.: 0.67
***J. Am. Chem. Soc. 2020, 142, 1526-1547
10.1021/jacs.9b11877
(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
TCAP (in MeCN)
C11H14N2*
MeCN

N  Param.: 15.60

sN Param.: 0.68
***Chem. Eur. J. 2013, 19, 6435-6442
10.1002/chem.201204452
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