Mayr's Database Of Reactivity Parameters
AK Prof. Mayr

C=C-OSi

For reactivities of structurally related compounds go to: Nucleophiles » C-Nucleophiles » Enol Ethers
Found 35 Molecules.
Molecule Solvent Reactivity Parameters Classification Reference (sort by title or year)
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Danishefskys diene
dichloromethaneN  Parameter: 8.57
sN Parameter: 0.84
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
DOI: 10.1021/ja010890y
image of molecule

1-(trimethylsiloxy)cyclohexene
dichloromethaneN  Parameter: 5.21
sN Parameter: 1.00
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
DOI: 10.1021/ja010890y
image of molecule

2-(trimethylsiloxy)propene
dichloromethaneN  Parameter: 5.41
sN Parameter: 0.91
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
DOI: 10.1021/ja010890y
image of molecule

1-phenyl-1-(trimethylsiloxy)ethene
dichloromethaneN  Parameter: 6.22
sN Parameter: 0.96
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
DOI: 10.1021/ja010890y
image of molecule

1-(trimethylsiloxy)cyclopentene
dichloromethaneN  Parameter: 6.57
sN Parameter: 0.93
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
DOI: 10.1021/ja010890y
image of molecule

(triisopropylsiloxy)ethene
dichloromethaneN  Parameter: 3.44
sN Parameter: 0.94
**J. Am. Chem. Soc. 2001, 123, 9500-9512
DOI: 10.1021/ja010890y
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2-(triisopropylsiloxy)propene
dichloromethaneN  Parameter: 5.38
sN Parameter: 0.85
**J. Am. Chem. Soc. 2001, 123, 9500-9512
DOI: 10.1021/ja010890y
image of molecule

3,3-dimethyl-2-(trimethylsiloxy)buten
dichloromethaneN  Parameter: 3.78
sN Parameter: 0.79
**J. Am. Chem. Soc. 2001, 123, 9500-9512
DOI: 10.1021/ja010890y
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2-methyl-1-(trimethylsiloxy)propen
dichloromethaneN  Parameter: 3.94
sN Parameter: 1.00
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
DOI: 10.1021/ja010890y
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(Z)-1-(triisopropylsiloxy)propen
dichloromethaneN  Parameter: 3.87
sN Parameter: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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1,2-bis(trimethylsiloxy)cyclohexene
dichloromethaneN  Parameter: 4.46
sN Parameter: 1.15
*Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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2-(trimethylsiloxy)buta-1,3-diene
dichloromethaneN  Parameter: 4.83
sN Parameter: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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1-(trimethylsiloxy)buta-1,3-diene
dichloromethaneN  Parameter: 4.60
sN Parameter: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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1-(trimethylsiloxy)cycloheptene
dichloromethaneN  Parameter: 6.62
sN Parameter: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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1-(trimethylsiloxy)cyclooctene
dichloromethaneN  Parameter: 6.77
sN Parameter: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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Z-3-(trimethylsiloxy)pent-2-ene
dichloromethaneN  Parameter: 5.58
sN Parameter: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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2-(trimethylsiloxy)furan
dichloromethaneN  Parameter: 7.22
sN Parameter: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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2-(triphenylsiloxy)propene
dichloromethaneN  Parameter: 4.46
sN Parameter: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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3-methyl-2-(trimethylsiloxy)but-1-ene
dichloromethaneN  Parameter: 5.41
sN Parameter: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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2-(tert.butyldimethylsiloxy)propene
dichloromethaneN  Parameter: 5.58
sN Parameter: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
DOI: 10.1021/ar020094c
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1,1-bis(trimethylsiloxy)propene
dichloromethaneN  Parameter: 10.38
sN Parameter: 0.87
****Eur. J. Org. Chem. 2004, , 2791-2796
DOI: 10.1002/ejoc.200400134
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1-(triphenylsiloxy)cyclopentene
dichloromethaneN  Parameter: 5.76
sN Parameter: 1.02
****Eur. J. Org. Chem. 2005, , 1760-1764
DOI: 10.1002/ejoc.200400706
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2-(tris(pentafluorophenyl)siloxy)-propene
dichloromethaneN  Parameter: 0.58
sN Parameter: 0.91
*Eur. J. Org. Chem. 2005, , 1760-1764
DOI: 10.1002/ejoc.200400706
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1-(tris(pentafluorophenyl)siloxy)-cyclopentene
dichloromethaneN  Parameter: 1.38
sN Parameter: 0.93
*Eur. J. Org. Chem. 2005, , 1760-1764
DOI: 10.1002/ejoc.200400706
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2-(tris(trimethylsilyl)siloxy)propene
dichloromethaneN  Parameter: 6.04
sN Parameter: 0.82
***Org. Lett. 2010, 12, 5206-5209
DOI: 10.1021/ol102220e
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1-(tris(trimethylsilyl)siloxy)cyclohexene
dichloromethaneN  Parameter: 5.07
sN Parameter: 0.91
***Org. Lett. 2010, 12, 5206-5209
DOI: 10.1021/ol102220e
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(tris(trimethylsilyl)siloxy)ethene
dichloromethaneN  Parameter: 4.01
sN Parameter: 0.83
***Org. Lett. 2010, 12, 5206-5209
DOI: 10.1021/ol102220e
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1-(perfluorophenyl)-1-(trimethylsiloxy)ethene
dichloromethaneN  Parameter: 1.47
sN Parameter: 0.89
***Org. Lett. 2012, 14, 3990-3993
DOI: 10.1021/ol301766w
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3,3,3-trifluoro-2-(trimethylsiloxy)propene
dichloromethaneN  Parameter: -2.94
sN Parameter: 1.11
***Org. Lett. 2012, 14, 3990-3993
DOI: 10.1021/ol301766w
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(3,3,4,4,5,5,6,6,7,7,7-undecafluoro)-2-(trimethylsiloxy)hept-1-ene
dichloromethaneN  Parameter: -3.52
sN Parameter: 1.17
***Org. Lett. 2012, 14, 3990-3993
DOI: 10.1021/ol301766w
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1-(trimethylsiloxy)cyclopentene (in MeCN)
MeCNN  Parameter: 6.43
sN Parameter: 0.89
***Chem. Asian J. 2012, 7, 1401-1407
DOI: 10.1002/asia.201101046
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(Z)-1,2-diphenyl-1-(trimethylsiloxy)ethene (in MeCN)
MeCNN  Parameter: 3.00
sN Parameter: 0.83
***Synthesis 2019, 51, 1157-1170
DOI: 10.1055/s-0037-1611634
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(Z)-1-phenyl-1-(trimethylsiloxy)propene (in MeCN)
MeCNN  Parameter: 5.18
sN Parameter: 0.94
***Synthesis 2019, 51, 1157-1170
DOI: 10.1055/s-0037-1611634
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3-(trimethylsiloxy)-1H-indene (in MeCN)
MeCNN  Parameter: 7.32
sN Parameter: 0.82
***Synthesis 2019, 51, 1157-1170
DOI: 10.1055/s-0037-1611634
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1-(trimethylsiloxy)-3,4-dihydronaphthalene (in MeCN)
MeCNN  Parameter: 5.06
sN Parameter: 0.91
***Synthesis 2019, 51, 1157-1170
DOI: 10.1055/s-0037-1611634