Mayr's Database of Reactivity Parameters

C-Nucleophiles

1 | 2 | 3 | 4 | 5 | 6 Found 526 molecules, displaying page 5 of 6 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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
potassium trifluoro(furan-3-yl)borate
C4H3BF3KO*
MeCN

N  Param.: 6.83

sN Param.: 0.93
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
potassium trifluoro(3-methoxy-thiophen-2-yl)borate
C5H5BF3KOS*
MeCN

N  Param.: 7.32

sN Param.: 0.90
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
3-methoxythiophene
C5H6OS*
MeCN

N  Param.: 3.06

sN Param.: 1.19
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
2-ethoxy-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)
C9H12NO2*
DMSO

N  Param.: 26.71

sN Param.: 0.37
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
2-(diethylamino)-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)
C11H17N2O*
DMSO

N  Param.: 27.45

sN Param.: 0.38
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
cyano(pyridin-1-ium-1-yl)methanide (in DMSO)
C7H7N2*
DMSO

N  Param.: 25.94

sN Param.: 0.42
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
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
1-(4-(dimethylamino)pyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
C15H17N2O*
DMSO

N  Param.: 21.61

sN Param.: 0.58
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
1-(3-chloropyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
C13H11ClNO*
DMSO

N  Param.: 17.98

sN Param.: 0.63
***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
1-(isoquinolin-2-ium-2-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
C17H14NO*
DMSO

N  Param.: 20.08

sN Param.: 0.57
***J. Am. Chem. Soc. 2013, 135, 15216-15224
10.1021/ja407885h
(E)-1-styrylpyrrolidine (in CH2Cl2)
C12H15N*
dichloromethane

N  Param.: 12.26

sN Param.: 0.93
***J. Am. Chem. Soc. 2014, 136, 14263-14269
10.1021/ja508065e
(E)-1-styryl-2-tritylpyrrolidine (in CH2Cl2)
C31H29N*
dichloromethane

N  Param.: 10.19

sN Param.: 1.06
***J. Am. Chem. Soc. 2014, 136, 14263-14269
10.1021/ja508065e
(E)-1-styryl-2-(triphenylsilyl)pyrrolidine (in CH2Cl2)
C30H29NSi*
dichloromethane

N  Param.: 11.77

sN Param.: 0.98
***J. Am. Chem. Soc. 2014, 136, 14263-14269
10.1021/ja508065e
Meldrum's acid iodonium ylide (in CH2Cl2)
*
dichloromethane

N  Param.: 4.36

sN Param.: 1.06
***J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
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
N,N-Dimethylbarbituric acid iodonium ylide (in CHCl2)
*
dichloromethane

N  Param.: 7.98

sN Param.: 0.71
***J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
6-methyl-3-(phenyl-l3-iodanylidene)dihydro-2H-pyran-2,4(3H)-dione (in CH2Cl2)
*
dichloromethane

N  Param.: 4.67

sN Param.: 0.92
***J. Am. Chem. Soc. 2016, 138, 10304-10313
10.1021/jacs.6b05768
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
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
lithium 2-allyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C17H20BF6LiO2*
MeCN

N  Param.: 8.71

sN Param.: 0.80
***J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
lithium 2-allyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C15H22BLiO2*
MeCN

N  Param.: 11.20

sN Param.: 0.64
*J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
lithium (E)-2-(3,5-bis(trifluoromethyl)phenyl)-2-(but-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)
C18H22BF6LiO2*
MeCN

N  Param.: 9.49

sN Param.: 0.82
***J. Am. Chem. Soc. 2017, 139, 15324-15327
10.1021/jacs.7b10240
(p-nitrophenyl)diazomethane
*
dichloromethane

N  Param.: 7.17

sN Param.: 0.83
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(p-cyanophenyl)diazomethane
*
dichloromethane

N  Param.: 7.66

sN Param.: 0.80
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(p-bromophenyl)diazomethane
*
dichloromethane

N  Param.: 8.87

sN Param.: 0.82
***J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
1-ethoxy-3-(4-nitrophenyl)-1,3-dioxopropan-2-ide (in DMSO)
C11H10NO5-*
DMSO

N  Param.: 16.26

sN Param.: 0.83
***J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
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
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
Indole
C8H7N*
dichloromethane

N  Param.: 5.55

sN Param.: 1.09
***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
N-methylindole
C9H9N*
dichloromethane

N  Param.: 5.75

sN Param.: 1.23
***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
1,2-dimethylindole
C10H11N*
dichloromethane

N  Param.: 6.54

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
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
(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-(bis(tert-butyldimethylsiloxy)amino)propene
C15H35NO2Si2*
dichloromethane

N  Param.: 4.23

sN Param.: 0.93
***J. Org. Chem. 2001, 66, 3196-3200
10.1021/jo0015927
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
anion of nitroethane (in DMSO)
C2H4NO2*
DMSO

N  Param.: 21.54

sN Param.: 0.62
***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
anion of nitroethane (in water)
C2H4NO2-*
water

N  Param.: 11.25

sN Param.: 0.52
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of nitromethane (in water)
CH2NO2-*
water

N  Param.: 12.06

sN Param.: 0.53
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of nitromethane (in DMSO)
CH2NO2-*
DMSO

N  Param.: 20.71

sN Param.: 0.60
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of 2-nitropropane (in DMSO)
C3H6NO2-*
DMSO

N  Param.: 20.61

sN Param.: 0.69
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of 2-nitropropane (in water)
C3H6NO2-*
water

N  Param.: 10.69

sN Param.: 0.56
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of phenylnitromethane (in H2O)
C7H6NO2-*
water

N  Param.: 12.05

sN Param.: 0.53
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of phenylnitromethane (in DMSO)
C7H6NO2-*
DMSO

N  Param.: 18.29

sN Param.: 0.71
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of p-tolylnitromethane (in water)
C8H8NO2-*
water

N  Param.: 13.09

sN Param.: 0.50
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of p-tolylnitromethane (in DMSO)
C8H8NO2-*
DMSO

N  Param.: 18.31

sN Param.: 0.76
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (4-nitrophenyl)nitromethane (in water)
C7H5N2O4-*
water

N  Param.: 13.58

sN Param.: 0.52
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (4-nitrophenyl)nitromethane (in DMSO)
C7H5N2O4-*
DMSO

N  Param.: 16.29

sN Param.: 0.75
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (3-nitrophenyl)nitromethane (in water)
C7H5N2O4-*
water

N  Param.: 14.25

sN Param.: 0.46
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (3-nitrophenyl)nitromethane (in DMSO)
C7H5N2O4-*
DMSO

N  Param.: 18.06

sN Param.: 0.71
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (4-cyanophenyl)nitromethane (in water)
C8H5N2O2-*
water

N  Param.: 13.23

sN Param.: 0.52
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
anion of (4-cyanophenyl)nitromethane (in DMSO)
C8H5N2O2-*
DMSO

N  Param.: 16.96

sN Param.: 0.73
***J. Org. Chem. 2004, 69, 7565-7576
10.1021/jo048773j
5-methoxy-indole
C9H9NO*
dichloromethane

N  Param.: 6.22

sN Param.: 1.12
***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-amino-indole
C8H8N2*
MeCN

N  Param.: 7.22

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
5-methyl-indole
C9H9N*
MeCN

N  Param.: 6.00

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-bromo-indole
C8H6BrN*
MeCN

N  Param.: 4.38

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
1H-indole-5-carboxylic acid
C9H7NO2*
MeCN

N  Param.: 3.97

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
5-methoxy-2-methylindole
C10H11NO*
MeCN

N  Param.: 7.26

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
2,5-dimethylindole
C10H11N*
MeCN

N  Param.: 7.22

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
2-methylindole
C9H9N*
MeCN

N  Param.: 6.91

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
4-methoxy-indole
C9H9NO*
MeCN

N  Param.: 5.41

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
7-azaindole
C7H6N2*
MeCN

N  Param.: 3.87

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
anion of 4-(trifluoromethyl)benzyl-CN (in DMSO)
C9H5F3N-*
DMSO

N  Param.: 27.28

sN Param.: 0.50
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
anion of 4-cyanobenzyl-CN (in DMSO)
C9H5N2-*
DMSO

N  Param.: 25.11

sN Param.: 0.54
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
anion of 4-nitrobenzyl-CN (in DMSO)
C8H5N2O2-*
DMSO

N  Param.: 19.67

sN Param.: 0.68
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
anion of 2-phenyl-propionitrile (in DMSO)
C9H8N-*
DMSO

N  Param.: 28.95

sN Param.: 0.58
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
anion of 2-(4-CN-C6H4)propionitrile (in DMSO)
C10H7N2-*
DMSO

N  Param.: 25.35

sN Param.: 0.56
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
anion of 2-(4-NO2-C6H4)propionitrile (in DMSO)
C9H7N2O2-*
DMSO

N  Param.: 19.61

sN Param.: 0.60
***J. Org. Chem. 2009, 74, 75-81
10.1021/jo802241x
chloro(phenylsulfonyl)methanide (in DMSO)
C7H6ClO2S*
DMSO

N  Param.: 28.27

sN Param.: 0.42
***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
bromo(phenylsulfonyl)methanide (in DMSO)
C7H6BrO2S*
DMSO

N  Param.: 23.90

sN Param.: 0.62
***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
chloro((4-cyanophenyl)sulfonyl)methanide (in DMSO)
C8H5ClNO2S*
DMSO

N  Param.: 25.59

sN Param.: 0.51
***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
chloro((4-nitrophenyl)sulfonyl)methanide (in DMSO)
C7H5ClNO4S*
DMSO

N  Param.: 24.88

sN Param.: 0.49
***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
chloro((4-chlorophenyl)sulfonyl)methanide (in DMSO)
C7H5Cl2O2S*
DMSO

N  Param.: 26.90

sN Param.: 0.45
***J. Org. Chem. 2017, 82, 2011-2017
10.1021/acs.joc.6b02844
barbiturate anion (in DMSO)
C4H3N2O3*
DMSO

N  Param.: 15.59

sN Param.: 0.80
***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
1,3-dimethylbarbiturate anion (in DMSO)
C6H7N2O3*
DMSO

N  Param.: 17.46

sN Param.: 0.72
***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
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
1,3-diethyl-thiobarbiturate anion (in DMSO)
C8H11N2O2S*
DMSO

N  Param.: 14.90

sN Param.: 0.80
***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
N-vinylcarbazole
C14H11N*
dichloromethane

N  Param.: 5.02

sN Param.: 0.94
**Macromolecules 2002, 35, 5454-5458
10.1021/ma020306l
2,4,6-trimethylstyrene
C11H14*
dichloromethane

N  Param.: 0.68

sN Param.: 1.09
***Macromolecules 2005, 38, 33-40
10.1021/ma048389o
anion of (4-NO2-C6H4)CH2SO2Ph (in DMSO)
C13H10NO4S-*
DMSO

N  Param.: 18.50

sN Param.: 0.75
***Org. Biomol. Chem. 2008, 6, 3052-3058
10.1039/b805604h
anion of (4-CN-C6H4)CH2SO2Ph (in DMSO)
C14H10NO2S-*
DMSO

N  Param.: 22.60

sN Param.: 0.57
***Org. Biomol. Chem. 2008, 6, 3052-3058
10.1039/b805604h
anion of (4-CF3-C6H4)CH2SO2Ph (in DMSO)
C14H10F3O2S-*
DMSO

N  Param.: 24.30

sN Param.: 0.51
***Org. Biomol. Chem. 2008, 6, 3052-3058
10.1039/b805604h
allyltris(trimethylsilyl)silane
*
dichloromethane

N  Param.: 1.95

sN Param.: 0.98
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
(2-methylallyl)tris(trimethylsilyl)silane
*
dichloromethane

N  Param.: 4.63

sN Param.: 0.87
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
2-(tris(trimethylsilyl)siloxy)propene
*
dichloromethane

N  Param.: 6.04

sN Param.: 0.82
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
1-(tris(trimethylsilyl)siloxy)cyclohexene
*
dichloromethane

N  Param.: 5.07

sN Param.: 0.91
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
(tris(trimethylsilyl)siloxy)ethene
*
dichloromethane

N  Param.: 4.01

sN Param.: 0.83
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
1-(perfluorophenyl)-1-(trimethylsiloxy)ethene
*
dichloromethane

N  Param.: 1.47

sN Param.: 0.89
***Org. Lett. 2012, 14, 3990-3993
10.1021/ol301766w
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
(3,3,4,4,5,5,6,6,7,7,7-undecafluoro)-2-(trimethylsiloxy)hept-1-ene
*
dichloromethane

N  Param.: -3.52

sN Param.: 1.17
***Org. Lett. 2012, 14, 3990-3993
10.1021/ol301766w