Mayr's Database of Reactivity Parameters

C-Nucleophiles

1 | 2 | 3 | 4 | 5 | 6 | 7 Found 602 molecules, displaying page 4 of 7 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
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
(S,E)-2-(diphenyl(trimethylsiloxy)methyl)-1-styrylpyrrolidine
C28H33NOSi*
MeCN

N  Param.: 10.56

sN Param.: 1.01
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
10.1002/anie.201201240
(S,E)-5-benzyl-2,2,3-trimethyl-1-styrylimidazolidin-4-one
C21H24N2O*
MeCN

N  Param.: 7.20

sN Param.: 1.14
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
10.1002/anie.201201240
(S,E)-3-benzyl-1-methyl-4-styryl-1,4-diazaspiro[4.4]nonan-2-one
C23H26N2O*
MeCN

N  Param.: 7.92

sN Param.: 1.07
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
10.1002/anie.201201240
(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
MeO-Breslow 1a
*
THF

N  Param.: 14.77

sN Param.: 0.80
***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
MeO-Breslow 1b
*
THF

N  Param.: 10.45

sN Param.: 0.81
***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
MeO-Breslow 1c
*
THF

N  Param.: 16.61

sN Param.: 0.68
***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
MeO-Breslow 1e
*
THF

N  Param.: 15.65

sN Param.: 0.52
***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
Dexoxy Breslow intermediate 6
*
THF

N  Param.: 15.58

sN Param.: 0.57
***Angew. Chem. Int. Ed. 2012, 51, 10408-10412
10.1002/anie.201204524
Desoxy Breslow intermediate 2a
*
THF

N  Param.: 17.12

sN Param.: 0.80
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
Desoxy Breslow intermediate 2a
*
DMSO

N  Param.: 17.41

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
Desoxy Breslow intermediate 2a'
*
THF

N  Param.: 14.45

sN Param.: 0.71
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
Desoxy Breslow intermediate 2b
*
THF

N  Param.: 13.91

sN Param.: 0.64
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
Desoxy Breslow intermediate 2b'
*
THF

N  Param.: 11.42

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
Desoxy Breslow intermediate 2c'
*
THF

N  Param.: 12.75

sN Param.: 0.71
***Angew. Chem. Int. Ed. 2012, 51, 6231-6235
10.1002/anie.201202327
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
n-butyl vinyl ether
*
dichloromethane

N  Param.: 3.76

sN Param.: 0.91
*****J. Am. Chem. Soc. 2012, 134, 13902-13911
10.1021/ja306522b
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
1,3-dimesityl-1H-imidazol-3-ium-2-ide (in THF)
C21H24N2*
THF

N  Param.: 21.72

sN Param.: 0.45
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-ide (in THF)
C21H26N2*
THF

N  Param.: 23.35

sN Param.: 0.40
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
1,3,4-triphenyl-1H-1,2,4-triazol-4-ium-5-ide (in THF)
C20H15N3*
THF

N  Param.: 14.07

sN Param.: 0.84
***Angew. Chem. Int. Ed. 2011, 50, 6915-6919
10.1002/anie.201102435
Me2S=CH-CO2Et (in DMSO)
*
DMSO

N  Param.: 15.85

sN Param.: 0.61
***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
Me2S=CH-CN (in DMSO)
*
DMSO

N  Param.: 16.23

sN Param.: 0.60
***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
MeSO2-CH-CO2Et (in DMSO)
*
DMSO

N  Param.: 18.00

sN Param.: 0.66
***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
MeSO-CH-CO2Et (in DMSO)
*
DMSO

N  Param.: 20.61

sN Param.: 0.64
***Chem. Eur. J. 2010, 16, 8610-8614
10.1002/chem.201001455
(cyclohexen-1-yl)prolinate (in MeCN)
*
MeCN

N  Param.: 18.86

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2010, 49, 9526-9529
10.1002/anie.201004344
1-(N-pyrrolidino)cyclohexene (in MeCN)
*
MeCN

N  Param.: 16.42

sN Param.: 0.70
***Angew. Chem. Int. Ed. 2010, 49, 9526-9529
10.1002/anie.201004344
methyl (cyclohexen-1-yl)prolinate (in MeCN)
*
MeCN

N  Param.: 14.96

sN Param.: 0.68
***Angew. Chem. Int. Ed. 2010, 49, 9526-9529
10.1002/anie.201004344
(4-Br-C6H4)-(CO)-CH=SMe2 (in DMSO)
*
DMSO

N  Param.: 13.78

sN Param.: 0.72
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
(C6H5)-(CO)-CH=SMe2 (in DMSO)
*
DMSO

N  Param.: 13.95

sN Param.: 0.69
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
(4-MeO-C6H4)-(CO)-CH=SMe2 (in DMSO)
*
DMSO

N  Param.: 14.48

sN Param.: 0.71
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
(4-Me2N-C6H4)-(CO)-CH=SMe2 (in DMSO)
*
DMSO

N  Param.: 15.68

sN Param.: 0.65
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
Me2S=CH(p-NO2-C6H4) (in DMSO)
*
DMSO

N  Param.: 18.42

sN Param.: 0.65
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
Me2S=CH(4-CN-C6H4) (in DMSO)
*
DMSO

N  Param.: 21.07

sN Param.: 0.68
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
Me2S(O)=CH2 (in DMSO)
*
DMSO

N  Param.: 21.29

sN Param.: 0.47
***J. Am. Chem. Soc. 2010, 132, 17894-17900
10.1021/ja1084749
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
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
azulene
C10H8*
MeCN

N  Param.: 6.66

sN Param.: 1.02
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
6,6-dimethylfulvene
C8H10*
MeCN

N  Param.: 3.93

sN Param.: 0.88
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
6-(4-dimethylamino-phenyl)fulvene
C14H15N*
MeCN

N  Param.: 6.72

sN Param.: 0.87
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
6-(julolidin-9-yl)fulvene
C18H19N*
MeCN

N  Param.: 7.79

sN Param.: 1.06
***Eur. J. Org. Chem. 2009, , 1202-1206
10.1002/ejoc.200801099
Ph3P=CH-CO2Et
*
dichloromethane

N  Param.: 12.79

sN Param.: 0.77
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=CH-CO2Et (in DMSO)
*
DMSO

N  Param.: 12.21

sN Param.: 0.62
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=C(CH3)-CO2Et
*
dichloromethane

N  Param.: 13.09

sN Param.: 0.73
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=CH-CN
*
dichloromethane

N  Param.: 12.29

sN Param.: 0.75
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph3P=CH-COPh
*
dichloromethane

N  Param.: 9.54

sN Param.: 0.97
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
(EtO)2P(O)CH(-)CO2Et (in DMSO)
*
DMSO

N  Param.: 19.23

sN Param.: 0.65
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
(EtO)2P(O)CH(-)CN (in DMSO)
*
DMSO

N  Param.: 18.57

sN Param.: 0.66
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph2P(O)CH(-)CO2Et (in DMSO)
*
DMSO

N  Param.: 19.20

sN Param.: 0.69
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
Ph2P(O)CH(-)CN (in DMSO)
*
DMSO

N  Param.: 18.69

sN Param.: 0.72
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
(4-Br-C6H4)-(CO)-CH=SMe2
*
dichloromethane

N  Param.: 11.95

sN Param.: 0.76
***Angew. Chem. Int. Ed. 2009, 48, 5034-5037
10.1002/anie.200900933
bis(4-nitrophenyl)methanide (in DMSO)
C13H9N2O4-*
DMSO

N  Param.: 19.92

sN Param.: 0.67
***ARKIVOC 2008, (x), 37-53
10.3998/ark.5550190.[...]
2,5-dimethylpyrrole
C6H9N*
MeCN

N  Param.: 8.01

sN Param.: 0.96
***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
1,2,5-trimethylpyrrole
C7H11N*
MeCN

N  Param.: 8.69

sN Param.: 1.07
***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
2,4-dimethylpyrrole
C6H9N*
MeCN

N  Param.: 10.67

sN Param.: 0.91
***Eur. J. Org. Chem. 2008, , 2369-2374
10.1002/ejoc.200800092
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
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
anion of nitroethane (in DMF)
C2H4NO2- *
DMF

N  Param.: 22.21

sN Param.: 0.48
***Chem. Eur. J. 2008, 14, 6108-6118
10.1002/chem.200800329
chloro(phenylsulfonyl)methanide (in DMF)
C7H6ClO2S *
DMF

N  Param.: 26.64

sN Param.: 0.64
-Chem. Eur. J. 2008, 14, 6108-6118
10.1002/chem.200800329
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
benzyl isocyanide
C8H7N*
dichloromethane

N  Param.: 4.90

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2007, 46, 3563-3566
10.1002/anie.200605205
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
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
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
anion of 4-nitrobenzyl trifluoromethyl sulfone (in DMSO)
C8H5F3NO4S-*
DMSO

N  Param.: 14.49

sN Param.: 0.86
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-cyanobenzyl trifluoromethyl sulfone (in DMSO)
C9H5F3NO2S-*
DMSO

N  Param.: 16.28

sN Param.: 0.75
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in DMSO)
C9H5F6O2S-*
DMSO

N  Param.: 17.33

sN Param.: 0.74
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of benzyl trifluoromethyl sulfone (in DMSO)
C8H6F3O2S-*
DMSO

N  Param.: 18.67

sN Param.: 0.68
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-methylbenzyl trifluoromethyl sulfone (in DMSO)
C9H8F3O2S-*
DMSO

N  Param.: 19.35

sN Param.: 0.67
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-nitrobenzyl trifluoromethyl sulfone (in 91M9AN)
C8H5F3NO4S-*
MeOH-MeCN mix

N  Param.: 18.24

sN Param.: 0.66
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-cyanobenzyl trifluoromethyl sulfone (in 91M9AN)
C9H5F3NO2S-*
MeOH-MeCN mix

N  Param.: 19.49

sN Param.: 0.63
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in 91M9AN)
C9H5F6O2S-*
MeOH-MeCN mix

N  Param.: 20.72

sN Param.: 0.58
***J. Am. Chem. Soc. 2007, 129, 9753-9761
10.1021/ja072135b
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
anion of nitromethane (in 91M9AN)
CH2NO2-*
MeOH-MeCN mix

N  Param.: 14.02

sN Param.: 0.61
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of nitroethane (in 91M9AN)
C2H4NO2-*
MeOH-MeCN mix

N  Param.: 13.41

sN Param.: 0.67
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of 2-nitropropane (in 91M9AN)
C3H6NO2-*
MeOH-MeCN mix

N  Param.: 12.20

sN Param.: 0.71
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of phenylnitromethane (in 91M9AN)
C7H6NO2-*
MeOH-MeCN mix

N  Param.: 12.51

sN Param.: 0.67
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of p-tolylnitromethane (in 91M9AN)
C8H8NO2-*
MeOH-MeCN mix

N  Param.: 13.58

sN Param.: 0.64
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of (4-nitrophenyl)nitromethane (in 91M9AN)
C7H5N2O4-*
MeOH-MeCN mix

N  Param.: 14.05

sN Param.: 0.72
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of (3-nitrophenyl)nitromethane (in 91M9AN)
C7H5N2O4-*
MeOH-MeCN mix

N  Param.: 14.75

sN Param.: 0.71
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of (4-cyanophenyl)nitromethane (in 91M9AN)
C8H5N2O2-*
MeOH-MeCN mix

N  Param.: 13.92

sN Param.: 0.74
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of ethyl cyanoacetate (in 91M9AN)
C5H6NO2-*
MeOH-MeCN mix

N  Param.: 18.59

sN Param.: 0.65
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of malononitrile (in 91M9AN)
C3HN2-*
MeOH-MeCN mix

N  Param.: 18.21

sN Param.: 0.69
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769
anion of dimethyl malonate (in 91M9AN)
C5H7O4-*
MeOH-MeCN mix

N  Param.: 18.24

sN Param.: 0.64
***Eur. J. Org. Chem. 2006, , 2530-2537
10.1002/ejoc.200500769