Mayr's Database of Reactivity Parameters

C-Nucleophiles

1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 Found 526 molecules, displaying page 5 of 11 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
2-methylindole
C9H9N*
MeCN

N  Param.: 6.91

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
2-methylpropene (isobutylene)
C4H8*
dichloromethane

N  Param.: 1.11

sN Param.: 0.98
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-methylthiophene
C5H6S*
dichloromethane

N  Param.: 1.35

sN Param.: 0.99
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
2-oxo-1-(pyridin-1-ium-1-yl)propan-1-ide (in DMSO)
C8H10NO*
DMSO

N  Param.: 20.24

sN Param.: 0.60
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
2-oxo-2-phenyl-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)
C13H12NO*
DMSO

N  Param.: 19.46

sN Param.: 0.58
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
2-oxo-2-phenyl-1-(quinolin-1-ium-1-yl)ethan-1-ide (in DMSO)
C17H14NO*
DMSO

N  Param.: 19.38

sN Param.: 0.50
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
2-PhCH(-)CO2Et (in DMSO)
C10H11O2*
DMSO

N  Param.: 27.54

sN Param.: 0.57
***Eur. J. Org. Chem. 2013, , 4255-4261
10.1002/ejoc.201300265
2-phenyl-4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6
*
dichloromethane

N  Param.: 1.33

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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-thiobarbiturate anion (in DMSO)
C4H3N2O2S*
DMSO

N  Param.: 14.24

sN Param.: 0.82
***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)
C7H5O4S2*
DMSO

N  Param.: 16.06

sN Param.: 0.69
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
3,3,3-trifluoro-2-(trimethylsiloxy)propene
*
dichloromethane

N  Param.: -2.94

sN Param.: 1.11
***Org. Lett. 2012, 14, 3990-3993
10.1021/ol301766w
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
3-(2,6-dimethoxyphenyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C12H14N2O2*
THF

N  Param.: 23.00

sN Param.: 0.46
***Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
3-(4-methoxyphenyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C11H12N2O*
THF

N  Param.: 20.41

sN Param.: 0.46
***Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
3-(tert-butyl)-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C8H14N2*
THF

N  Param.: 16.54

sN Param.: 0.47
***Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
3-(trihexylsilyl)cyclopentene
C23H46Si*
dichloromethane

N  Param.: 1.98

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3-(trimethylsiloxy)-1H-indene (in MeCN)
C12H16OSi*
MeCN

N  Param.: 7.32

sN Param.: 0.82
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
3-(trimethylsilyl)cyclopentene
C8H16Si*
dichloromethane

N  Param.: 1.77

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3-acetyl-2-oxotetrahydro-2H-pyran-3-ide (in DMSO)
C7H9O3*
DMSO

N  Param.: 17.00

sN Param.: 0.74
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
3-ethyl-2,4-dimethylpyrrole
C8H13N*
MeCN

N  Param.: 11.63

sN Param.: 0.95
***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
3-mesityl-1-methyl-1H-imidazol-3-ium-2-ide (in THF)
C13H16N2*
THF

N  Param.: 21.50

sN Param.: 0.45
***Org. Lett. 2016, 18, 3566-3569
10.1021/acs.orglett.[...]
3-methoxythiophene
C5H6OS*
MeCN

N  Param.: 3.06

sN Param.: 1.19
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
3-methyl-2,4-dioxotetrahydro-2H-pyran-3-ide (in DMSO)
C6H7O3*
DMSO

N  Param.: 14.46

sN Param.: 0.91
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107
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
3-methylanisole
C8H10O*
dichloromethane

N  Param.: 0.13

sN Param.: 1.27
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
3-pyrrolidino-1H-indene (in MeCN)
 C13H15N*
MeCN

N  Param.: 15.27

sN Param.: 0.93
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane (in CH2Cl2)
C9H17BO2*
dichloromethane

N  Param.: -0.64

sN Param.: 1.10
***J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
4-(bis(trimethylsiloxy)amino)pent-4-enoic acid methyl ester
C12H27NO4Si2*
dichloromethane

N  Param.: 3.84

sN Param.: 0.87
***J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)5(PPh3)
*
dichloromethane

N  Param.: -0.76

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6
*
dichloromethane

N  Param.: -1.11

sN Param.: 0.92
***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
4-methoxy-indole
C9H9NO*
MeCN

N  Param.: 5.41

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
4-methyl-5-(trimethylsiloxy)-2,3-dihydrofuran
C8H16O2Si*
dichloromethane

N  Param.: 11.50

sN Param.: 0.91
***Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
4-methyl-N-(2-phenylethynyl)-N-(phenylmethyl)benzenesulfonamide
C22H19NO2S*
dichloromethane

N  Param.: 3.85

sN Param.: 0.84
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
4-methyl-penta-1,3-diene
C6H10*
dichloromethane

N  Param.: 2.60

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C15H18NO4*
DMSO

N  Param.: 14.48

sN Param.: 0.86
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C14H15O5*
DMSO

N  Param.: 15.13

sN Param.: 0.75
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-(4-cyanobenzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C14H12NO4*
DMSO

N  Param.: 13.79

sN Param.: 0.86
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-(trimethylsiloxy)-2,3-dihydrofuran
C7H14O2Si*
dichloromethane

N  Param.: 12.56

sN Param.: 0.70
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
5-(trimethylsiloxy)-2,3-dihydrofuran (in MeCN)
*
MeCN

N  Param.: 12.34

sN Param.: 0.72
***J. Am. Chem. Soc. 2013, 135, 6579-6587
10.1021/ja401106x
5-(triphenylsiloxy)-2,3-dihydrofuran
C22H20O2Si*
dichloromethane

N  Param.: 11.28

sN Param.: 0.91
***Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
5-(tris(pentafluorophenyl)siloxy)-2,3-dihydrofuran
C22H5F15O2Si*
dichloromethane

N  Param.: 8.16

sN Param.: 0.67
***Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
5-amino-indole
C8H8N2*
MeCN

N  Param.: 7.22

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)
C13H13O4*
DMSO

N  Param.: 15.02

sN Param.: 0.75
***Chem. Eur. J. 2014, 20, 11069-11077
10.1002/chem.201403161
5-bromo-indole
C8H6BrN*
MeCN

N  Param.: 4.38

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-chloro-2-methylindole
C9H8ClN*
MeCN

N  Param.: 6.08

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-chloro-indole
C8H6ClN*
MeCN

N  Param.: 4.42

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-cyano-indole
C9H6N2*
MeCN

N  Param.: 2.83

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-hydroxy-indole
C8H7NO*
MeCN

N  Param.: 6.44

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