Mayr's Database Of Reactivity Parameters
AK Prof. Mayr

Ylides

For reactivities of structurally related compounds go to: Nucleophiles » C-Nucleophiles
Found 28 Molecules.
Molecule Solvent Reactivity Parameters Classification Reference (sort by title or year)
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(4-Br-C6H4)-(CO)-CH=SMe2
dichloromethaneN  Parameter: 11.95
sN Parameter: 0.76
***Angew. Chem. Int. Ed. 2009, 48, 5034-5037
DOI: 10.1002/anie.200900933
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(4-Br-C6H4)-(CO)-CH=SMe2 (in DMSO)
DMSON  Parameter: 13.78
sN Parameter: 0.72
***J. Am. Chem. Soc. 2010, 132, 17894-17900
DOI: 10.1021/ja1084749
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(4-Me2N-C6H4)-(CO)-CH=SMe2 (in DMSO)
DMSON  Parameter: 15.68
sN Parameter: 0.65
***J. Am. Chem. Soc. 2010, 132, 17894-17900
DOI: 10.1021/ja1084749
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(4-MeO-C6H4)-(CO)-CH=SMe2 (in DMSO)
DMSON  Parameter: 14.48
sN Parameter: 0.71
***J. Am. Chem. Soc. 2010, 132, 17894-17900
DOI: 10.1021/ja1084749
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(C6H5)-(CO)-CH=SMe2 (in DMSO)
DMSON  Parameter: 13.95
sN Parameter: 0.69
***J. Am. Chem. Soc. 2010, 132, 17894-17900
DOI: 10.1021/ja1084749
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1-(3-chloropyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
DMSON  Parameter: 17.98
sN Parameter: 0.63
***J. Am. Chem. Soc. 2013, 135, 15216–15224
DOI: 10.1021/ja407885h
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1-(4-(dimethylamino)pyridin-1-ium-1-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
DMSON  Parameter: 21.61
sN Parameter: 0.58
***J. Am. Chem. Soc. 2013, 135, 15216–15224
DOI: 10.1021/ja407885h
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1-(isoquinolin-2-ium-2-yl)-2-oxo-2-phenylethan-1-ide (in DMSO)
DMSON  Parameter: 20.08
sN Parameter: 0.57
***J. Am. Chem. Soc. 2013, 135, 15216–15224
DOI: 10.1021/ja407885h
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2-(diethylamino)-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)
DMSON  Parameter: 27.45
sN Parameter: 0.38
***J. Am. Chem. Soc. 2013, 135, 15216–15224
DOI: 10.1021/ja407885h
image of molecule

2-ethoxy-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)
DMSON  Parameter: 26.71
sN Parameter: 0.37
***J. Am. Chem. Soc. 2013, 135, 15216–15224
DOI: 10.1021/ja407885h
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2-oxo-1-(pyridin-1-ium-1-yl)propan-1-ide (in DMSO)
DMSON  Parameter: 20.24
sN Parameter: 0.60
***J. Am. Chem. Soc. 2013, 135, 15216–15224
DOI: 10.1021/ja407885h
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2-oxo-2-phenyl-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO)
DMSON  Parameter: 19.46
sN Parameter: 0.58
***J. Am. Chem. Soc. 2013, 135, 15216–15224
DOI: 10.1021/ja407885h
image of molecule

2-oxo-2-phenyl-1-(quinolin-1-ium-1-yl)ethan-1-ide (in DMSO)
DMSON  Parameter: 19.38
sN Parameter: 0.50
***J. Am. Chem. Soc. 2013, 135, 15216–15224
DOI: 10.1021/ja407885h
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6-methyl-3-(phenyl-l3-iodanylidene)dihydro-2H-pyran-2,4(3H)-dione (in CH2Cl2)
dichloromethaneN  Parameter: 4.67
sN Parameter: 0.92
***J. Am. Chem. Soc. 2016, 138, 10304-10313
DOI: 10.1021/jacs.6b05768
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cyano(pyridin-1-ium-1-yl)methanide (in DMSO)
DMSON  Parameter: 25.94
sN Parameter: 0.42
***J. Am. Chem. Soc. 2013, 135, 15216–15224
DOI: 10.1021/ja407885h
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Dimedone iodonium ylide (in CH2Cl2)
dichloromethaneN  Parameter: 6.18
sN Parameter: 0.81
***J. Am. Chem. Soc. 2016, 138, 10304-10313
DOI: 10.1021/jacs.6b05768
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Me2S(O)=CH2 (in DMSO)
DMSON  Parameter: 21.29
sN Parameter: 0.47
***J. Am. Chem. Soc. 2010, 132, 17894-17900
DOI: 10.1021/ja1084749
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Me2S=CH(4-CN-C6H4) (in DMSO)
DMSON  Parameter: 21.07
sN Parameter: 0.68
***J. Am. Chem. Soc. 2010, 132, 17894-17900
DOI: 10.1021/ja1084749
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Me2S=CH(p-NO2-C6H4) (in DMSO)
DMSON  Parameter: 18.42
sN Parameter: 0.65
***J. Am. Chem. Soc. 2010, 132, 17894-17900
DOI: 10.1021/ja1084749
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Me2S=CH-CN (in DMSO)
DMSON  Parameter: 16.23
sN Parameter: 0.60
***Chem. Eur. J. 2010, 16, 8610-8614
DOI: 10.1002/chem.201001455
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Me2S=CH-CO2Et (in DMSO)
DMSON  Parameter: 15.85
sN Parameter: 0.61
***Chem. Eur. J. 2010, 16, 8610-8614
DOI: 10.1002/chem.201001455
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Meldrum's acid iodonium ylide (in CH2Cl2)
dichloromethaneN  Parameter: 4.36
sN Parameter: 1.06
***J. Am. Chem. Soc. 2016, 138, 10304-10313
DOI: 10.1021/jacs.6b05768
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N,N-Dimethylbarbituric acid iodonium ylide (in CHCl2)
dichloromethaneN  Parameter: 7.98
sN Parameter: 0.71
***J. Am. Chem. Soc. 2016, 138, 10304-10313
DOI: 10.1021/jacs.6b05768
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Ph3P=C(CH3)-CO2Et
dichloromethaneN  Parameter: 13.09
sN Parameter: 0.73
***J. Am. Chem. Soc. 2009, 131, 704-714
DOI: 10.1021/ja8056216
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Ph3P=CH-CN
dichloromethaneN  Parameter: 12.29
sN Parameter: 0.75
***J. Am. Chem. Soc. 2009, 131, 704-714
DOI: 10.1021/ja8056216
image of molecule

Ph3P=CH-CO2Et
dichloromethaneN  Parameter: 12.79
sN Parameter: 0.77
***J. Am. Chem. Soc. 2009, 131, 704-714
DOI: 10.1021/ja8056216
image of molecule

Ph3P=CH-CO2Et (in DMSO)
DMSON  Parameter: 12.21
sN Parameter: 0.62
***J. Am. Chem. Soc. 2009, 131, 704-714
DOI: 10.1021/ja8056216
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Ph3P=CH-COPh
dichloromethaneN  Parameter: 9.54
sN Parameter: 0.97
***J. Am. Chem. Soc. 2009, 131, 704-714
DOI: 10.1021/ja8056216