Mayr's Database of Reactivity Parameters

Nucleophiles

1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 Found 1292 molecules, displaying page 4 of 13 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
prenyl-tributylstannane
C17H36Sn*
dichloromethane

N  Param.: 4.74

sN Param.: 1.15
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(bis(trimethylsiloxy)amino)propene
C9H23NO2Si2*
dichloromethane

N  Param.: 4.76

sN Param.: 0.86
***J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
80% water/20%TFE (v/v)
H2O*
water-TFE mix

N  Param.: 4.78

sN Param.: 0.83
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
(bis(trimethylsiloxy)amino)styrene
C14H25NO2Si2*
dichloromethane

N  Param.: 4.80

sN Param.: 0.86
*J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
2-(trimethylsiloxy)buta-1,3-diene
C7H14OSi*
dichloromethane

N  Param.: 4.83

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
diazocyclopentadiene (in CH2Cl2)
C5H4N2*
dichloromethane

N  Param.: 4.84

sN Param.: 1.06
***Synthesis 2023, 55, 354-358
10.1055/s-0041-1737327
((dimethylsilyl)methyl)trimethylsilane
C6H18Si2*
dichloromethane

N  Param.: 4.86

sN Param.: 0.64
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
HMo(Cp)(CO)3
*
dichloromethane

N  Param.: 4.88

sN Param.: 0.80
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
benzyl isocyanide
C8H7N*
dichloromethane

N  Param.: 4.90

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
ethyl diazoacetate
C4H6N2O2*
dichloromethane

N  Param.: 4.91

sN Param.: 0.95
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
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
((methylsilanediyl)bis(methylene))bis(trimethylsilane)
C9H26Si3*
dichloromethane

N  Param.: 4.91

sN Param.: 0.64
**Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,3,5-trimethylcyclohexa-1,4-diene (in CH2Cl2)
C9H14*
dichloromethane

N  Param.: 4.95

sN Param.: 0.79
**J. Am. Chem. Soc. 2014, 136, 13863-13873
10.1021/ja507598y
N-vinylcarbazole
C14H11N*
dichloromethane

N  Param.: 5.02

sN Param.: 0.94
**Macromolecules 2002, 35, 5454-5458
10.1021/ma020306l
33% water/67% MeCN (v/v)
H2O*
water-MeCN mix

N  Param.: 5.02

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
20% water/80% MeCN (v/v)
H2O*
water-MeCN mix

N  Param.: 5.02

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
80% water/20% MeCN (v/v)
H2O*
water-MeCN mix

N  Param.: 5.04

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
90% water/10%TFE (v/v)
H2O*
water-TFE mix

N  Param.: 5.04

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
67% water/33% MeCN (v/v)
H2O*
water-MeCN mix

N  Param.: 5.05

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
50% water/50% MeCN (v/v)
H2O*
water-MeCN mix

N  Param.: 5.05

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
1-(trimethylsiloxy)-3,4-dihydronaphthalene (in MeCN)
C13H18OSi*
MeCN

N  Param.: 5.06

sN Param.: 0.91
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
1-(tris(trimethylsilyl)siloxy)cyclohexene
*
dichloromethane

N  Param.: 5.07

sN Param.: 0.91
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
Cp2Zr(CH2Ph)2 - Dibenzylzirconocene
*
dichloromethane

N  Param.: 5.10

sN Param.: 1.03
***Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
(2-methylallyl)triphenylstannane
C22H22Sn*
dichloromethane

N  Param.: 5.13

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
91% water/9% MeCN (v/v)
H2O*
water-MeCN mix

N  Param.: 5.16

sN Param.: 0.91
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
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
(Z)-1-phenyl-1-(trimethylsiloxy)propene (in MeCN)
C12H18OSi*
MeCN

N  Param.: 5.18

sN Param.: 0.94
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
10% ethanol/90% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 5.19

sN Param.: 0.96
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
H2O (in water)
H2O*
water

N  Param.: 5.20

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
HOs(CO)2Cp*
*
dichloromethane

N  Param.: 5.20

sN Param.: 0.95
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
Dimethyl 1,1'-isopropylidenezirconocene
*
dichloromethane

N  Param.: 5.20

sN Param.: 1.00
*Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
1-(trimethylsiloxy)cyclohexene
C9H18OSi*
dichloromethane

N  Param.: 5.21

sN Param.: 1.00
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
diphenyldiazomethane
C13H10N2*
dichloromethane

N  Param.: 5.29

sN Param.: 0.92
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
potassium allyltrifluoroborate (in MeCN)
C3H5BF3K*
MeCN

N  Param.: 5.29

sN Param.: 0.87
**J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
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
dimethyl((trimethylgermyl)methyl)silane
C6H18GeSi*
dichloromethane

N  Param.: 5.36

sN Param.: 0.62
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
2-(triisopropylsiloxy)propene
C12H26OSi*
dichloromethane

N  Param.: 5.38

sN Param.: 0.85
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
90% water/10%EtOH (v/v)
*
water-EtOH mix

N  Param.: 5.38

sN Param.: 0.91
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
2-phenyl-allyltrimethylsilane
C12H18Si*
dichloromethane

N  Param.: 5.38

sN Param.: 0.89
***Chem. Eur. J. 2014, 20, 1103-1110
10.1002/chem.201303215
2-(trimethylsiloxy)propene
C6H14OSi*
dichloromethane

N  Param.: 5.41

sN Param.: 0.91
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
4-methoxy-indole
C9H9NO*
MeCN

N  Param.: 5.41

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
3-methyl-2-(trimethylsiloxy)but-1-ene
*
dichloromethane

N  Param.: 5.41

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
(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
allyltributylstannane
C15H32Sn*
dichloromethane

N  Param.: 5.46

sN Param.: 0.89
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tert-butyl isocyanide
C5H9N*
dichloromethane

N  Param.: 5.47

sN Param.: 0.77
***Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
(Cp*)2Zr(Me)2 - Dimethyl-bis(pentamethylcyclopentadienyl)zirconium
C22H36Zr*
dichloromethane

N  Param.: 5.49

sN Param.: 1.06
***Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
triphenyl phosphite
C18H15O3P*
dichloromethane

N  Param.: 5.51

sN Param.: 0.76
***Chem. Eur. J. 2005, 11, 917-927
10.1002/chem.200400696
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide
C13H13O4*
MeCN

N  Param.: 5.51

sN Param.: 0.70
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)pinacolborate
C19H20BF6LiO2S*
MeCN

N  Param.: 5.53

sN Param.: 1.00
*Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
80% water/20%EtOH (v/v)
*
water-EtOH mix

N  Param.: 5.54

sN Param.: 0.94
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
10-methyl-9,10-dihydroacridine
*
dichloromethane

N  Param.: 5.54

sN Param.: 0.90
*Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
Indole
C8H7N*
dichloromethane

N  Param.: 5.55

sN Param.: 1.09
***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
10% methanol/90% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 5.55

sN Param.: 0.97
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
Z-3-(trimethylsiloxy)pent-2-ene
C8H18OSi*
dichloromethane

N  Param.: 5.58

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(tert.butyldimethylsiloxy)propene
*
dichloromethane

N  Param.: 5.58

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
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
triphenylstannane
C18H16Sn*
dichloromethane

N  Param.: 5.64

sN Param.: 0.59
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
10% water/90% acetone (v/v)
H2O*
water-acetone mix

N  Param.: 5.70

sN Param.: 0.85
***Angew. Chem. Int. Ed. 2004, 43, 2302-2305
10.1002/anie.200353468
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-methylindole
C9H9N*
dichloromethane

N  Param.: 5.75

sN Param.: 1.23
***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
1-(triphenylsiloxy)cyclopentene
C23H22OSi*
dichloromethane

N  Param.: 5.76

sN Param.: 1.02
****Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
20% water/80% acetone (v/v)
H2O*
water-acetone mix

N  Param.: 5.77

sN Param.: 0.87
***Angew. Chem. Int. Ed. 2004, 43, 2302-2305
10.1002/anie.200353468
20% ethanol/80% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 5.77

sN Param.: 0.92
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
water (in MeCN)
*
MeCN

N  Param.: 5.79

sN Param.: 0.72
***Bull. Chem. Soc. Jpn. 2018, 91, 523-530
10.1246/bcsj.20170360
(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
60% water/40%EtOH (v/v)
*
water-EtOH mix

N  Param.: 5.81

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
N-methylpyrrole
C5H7N*
dichloromethane

N  Param.: 5.85

sN Param.: 1.03
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
tributylgermane
C12H28Ge*
dichloromethane

N  Param.: 5.92

sN Param.: 0.73
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
50% water/50%EtOH (v/v)
*
water-EtOH mix

N  Param.: 5.96

sN Param.: 0.89
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
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
5-methyl-indole
C9H9N*
MeCN

N  Param.: 6.00

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
20% methanol/80% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 6.04

sN Param.: 0.94
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
2-(tris(trimethylsilyl)siloxy)propene
*
dichloromethane

N  Param.: 6.04

sN Param.: 0.82
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
(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
33% ethanol/67% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 6.06

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
5-chloro-2-methylindole
C9H8ClN*
MeCN

N  Param.: 6.08

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
Dimedone iodonium ylide (in CH2Cl2)
*
dichloromethane

N  Param.: 6.18

sN Param.: 0.81
***J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
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
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide
C14H15O5*
MeCN

N  Param.: 6.21

sN Param.: 0.68
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
1-phenyl-1-(trimethylsiloxy)ethene
C11H16OSi*
dichloromethane

N  Param.: 6.22

sN Param.: 0.96
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
5-methoxy-indole
C9H9NO*
dichloromethane

N  Param.: 6.22

sN Param.: 1.12
***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
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
40% water/60%EtOH (v/v)
*
water-EtOH mix

N  Param.: 6.28

sN Param.: 0.87
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
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
lithium 2-benzyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C21H22BF6LiO2*
MeCN

N  Param.: 6.30

sN Param.: 0.78
**Org. Lett. 2015, 17, 2614-2617
10.1021/acs.orglett.[...]
50% ethanol/50% MeCN (v/v)
C2H6O*
EtOH-MeCN mix

N  Param.: 6.37

sN Param.: 0.90
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
33% methanol/67% MeCN (v/v)
CH4O*
MeOH-MeCN mix

N  Param.: 6.38

sN Param.: 0.92
***J. Am. Chem. Soc. 2004, 126, 5174-5181
10.1021/ja031828z
(5-methyl-furan-2-yl) MDA boronate
*
MeCN

N  Param.: 6.38

sN Param.: 0.86
***Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
1-(trimethylsiloxy)cyclopentene (in MeCN)
C8H16OSi *
MeCN

N  Param.: 6.43

sN Param.: 0.89
***Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
5-hydroxy-indole
C8H7NO*
MeCN

N  Param.: 6.44

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
potassium (1-(tert-butoxycarbonyl)-1H-indol-2-yl)trifluoroborate
C13H14BF3KNO2*
MeCN

N  Param.: 6.46

sN Param.: 0.96
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
91% propan-2-ol/9% MeCN (v/v)
C3H8O*
iPrOH-MeCN mix

N  Param.: 6.49

sN Param.: 0.96
***Can. J. Chem. 2005, 83, 1554-1560
10.1139%2Fv05-170
(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
trans-HMo(CO)2(PCy3)Cp
*
dichloromethane

N  Param.: 6.50

sN Param.: 0.80
-Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)catecholglycolborate
C18H13BF3LiO2S*
MeCN

N  Param.: 6.50

sN Param.: 0.77
**Angew. Chem. Int. Ed. 2015, 54, 2780-2783
10.1002/anie.201410562
dimethyl((trimethylstannyl)methyl)silane
C6H18SiSn*
dichloromethane

N  Param.: 6.53

sN Param.: 0.58
**Chem. Eur. J. 2013, 19, 249-263
10.1002/chem.201202839
1,2-dimethylindole
C10H11N*
dichloromethane

N  Param.: 6.54

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339