Mayr's Database of Reactivity Parameters

C-Nucleophiles

1 | 2 | 3 | 4 | 5 | 6 Found 562 molecules, displaying page 2 of 6 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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
2-cyclopropylpropene
C6H10*
dichloromethane

N  Param.: 2.60

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
methylenecyclopentane
C6H10*
dichloromethane

N  Param.: 2.82

sN Param.: 0.90
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
methylenecyclodecane
C11H20*
dichloromethane

N  Param.: 2.82

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
5-cyano-indole
C9H6N2*
MeCN

N  Param.: 2.83

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
(5-methyl-furan-2-yl) pinacol boronate
*
MeCN

N  Param.: 2.90

sN Param.: 0.98
***Chem. Sci. 2012, 3, 878-882
10.1039/c2sc00883a
(Z)-1,2-diphenyl-1-(trimethylsiloxy)ethene (in MeCN)
 C17H20OSi*
MeCN

N  Param.: 3.00

sN Param.: 0.83
***Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
3-methoxythiophene
C5H6OS*
MeCN

N  Param.: 3.06

sN Param.: 1.19
***J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
allyltriphenylstannane
C21H20Sn*
dichloromethane

N  Param.: 3.09

sN Param.: 0.90
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(E)-2-methyl-penta-1,3-diene
C6H10*
dichloromethane

N  Param.: 3.09

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
N-(triisopropylsilyl)pyrrole
C13H25NSi*
dichloromethane

N  Param.: 3.12

sN Param.: 0.93
***Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
1-(phenylethynyl)pyrrolidin-2-one
C12H11NO*
dichloromethane

N  Param.: 3.12

sN Param.: 0.85
*Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
(2,3-dimethylbut-2-enyl)triethylsilane
C12H26Si*
dichloromethane

N  Param.: 3.15

sN Param.: 1.15
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
methylenecyclooctane
C9H16*
dichloromethane

N  Param.: 3.16

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
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
cyclohepta-1,3,5-trienyl-Fe(CO)3
*
dichloromethane

N  Param.: 3.42

sN Param.: 0.94
***J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
(triisopropylsiloxy)ethene
C11H24OSi*
dichloromethane

N  Param.: 3.44

sN Param.: 0.94
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-diazocyclohexanone
C6H8N2O*
dichloromethane

N  Param.: 3.44

sN Param.: 0.83
***Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
p-tosylmethyl isocyanide (TosMIC)
C9H9NO2S*
dichloromethane

N  Param.: 3.50

sN Param.: 0.76
***Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
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
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
2-methylfuran
C5H6O*
dichloromethane

N  Param.: 3.61

sN Param.: 1.11
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-(tributylstannyl)furan
C16H30OSn*
dichloromethane

N  Param.: 3.63

sN Param.: 1.10
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
n-butyl vinyl ether
*
dichloromethane

N  Param.: 3.76

sN Param.: 0.91
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
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
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-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
(Z)-1-(triisopropylsiloxy)propen
C12H26OSi*
dichloromethane

N  Param.: 3.87

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
7-azaindole
C7H6N2*
MeCN

N  Param.: 3.87

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
ethyl-vinylether
C4H8O*
dichloromethane

N  Param.: 3.92

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
6,6-dimethylfulvene
C8H10*
MeCN

N  Param.: 3.93

sN Param.: 0.88
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
2-methyl-1-(trimethylsiloxy)propen
C7H16OSi*
dichloromethane

N  Param.: 3.94

sN Param.: 1.00
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
diazoacetone
C3H4N2O*
dichloromethane

N  Param.: 3.96

sN Param.: 0.91
***Chem. Eur. J. 2003, 9, 4068-4076
10.1002/chem.200304913
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
(tris(trimethylsilyl)siloxy)ethene
*
dichloromethane

N  Param.: 4.01

sN Param.: 0.83
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
potassium (1-(tert-butoxycarbonyl)-1H-indol-3-yl)trifluoroborate
C13H14BF3KNO2*
MeCN

N  Param.: 4.06

sN Param.: 0.79
**J. Am. Chem. Soc. 2013, 135, 6317-6324
10.1021/ja4017655
(2-methylallyl)triphenylsilane
C22H22Si*
dichloromethane

N  Param.: 4.17

sN Param.: 0.79
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
isobutylenyl-ethylether
C6H12O*
dichloromethane

N  Param.: 4.23

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
Cp2Zr(Me)2 - Dimethylzirconocene
*
dichloromethane

N  Param.: 4.35

sN Param.: 1.09
***Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
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
2,3-dihydrofuran
C4H6O*
dichloromethane

N  Param.: 4.37

sN Param.: 0.90
****Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
5-bromo-indole
C8H6BrN*
MeCN

N  Param.: 4.38

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
Cp2Ti(CH2Ph)2 - Dibenzyltitanocene
*
dichloromethane

N  Param.: 4.38

sN Param.: 1.00
*Chem. Eur. J. 2016, 22, 11196-11200
10.1002/chem.201602452
N-benzyl-N-((2-methoxyphenyl)ethynyl)-4-methylbenzenesulfonamide
C23H21NO3S*
dichloromethane

N  Param.: 4.40

sN Param.: 0.86
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
10.1002/anie.201402055
(2-methylallyl)trimethylsilane
C7H16Si*
dichloromethane

N  Param.: 4.41

sN Param.: 0.96
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
5-chloro-indole
C8H6ClN*
MeCN

N  Param.: 4.42

sN Param.: 1.10
*J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
1,2-bis(trimethylsiloxy)cyclohexene
C12H26O2Si2*
dichloromethane

N  Param.: 4.46

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

N  Param.: 4.46

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2,6-dimethylphenyl isocyanide
C9H9N*
dichloromethane

N  Param.: 4.59

sN Param.: 0.87
***Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
1-(trimethylsiloxy)buta-1,3-diene
C7H14OSi*
dichloromethane

N  Param.: 4.60

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
N-(3,3-dimethylbut-1-en-2-yl)acetamide
C8H15NO*
MeCN

N  Param.: 4.61

sN Param.: 0.98
***Chem. Eur. J. 2012, 18, 5732-5740
10.1002/chem.201103519
pyrrole
C4H5N*
dichloromethane

N  Param.: 4.63

sN Param.: 1.00
*Chem. Eur. J. 2003, 9, 2209-2218
10.1002/chem.200204666
(2-methylallyl)tris(trimethylsilyl)silane
*
dichloromethane

N  Param.: 4.63

sN Param.: 0.87
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e
(2-methylallyl)triphenylgermane
C22H22Ge*
dichloromethane

N  Param.: 4.67

sN Param.: 0.81
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
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
(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
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
N-vinylcarbazole
C14H11N*
dichloromethane

N  Param.: 5.02

sN Param.: 0.94
**Macromolecules 2002, 35, 5454-5458
10.1021/ma020306l
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
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
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
2-(triisopropylsiloxy)propene
C12H26OSi*
dichloromethane

N  Param.: 5.38

sN Param.: 0.85
**J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
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
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
Indole
C8H7N*
dichloromethane

N  Param.: 5.55

sN Param.: 1.09
***J. Org. Chem. 2006, 71, 9088-9095
10.1021/jo0614339
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
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
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
(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
N-methylpyrrole
C5H7N*
dichloromethane

N  Param.: 5.85

sN Param.: 1.03
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
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
2-(tris(trimethylsilyl)siloxy)propene
*
dichloromethane

N  Param.: 6.04

sN Param.: 0.82
***Org. Lett. 2010, 12, 5206-5209
10.1021/ol102220e