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28th August 2013 @ 08:55

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Reaction information

*#Reaction file
overallscheme_17.cdx
*Reaction file type CDX
*Procedure See child reaction steps
*Yield (%)  
*Type of Yield  
Reference(s)
PhD Thesis - 16Sep2010_final p13.pdf
PhD Thesis - 16Sep2010_final p114-115.pdf
Further information Compound 17: 1,4-didodecyl-2,5-bis(2-(4-(2-(4-(2-(4-thioacetylphenyl)ethynyl)phenyl) ethynyl)phenyl)ethynyl)benzene

For multistep reactions (or their steps):

Overall reaction? True
For overall reaction - links to child reaction steps

Reaction 5: Nickel-catalysed Alkylation of dichlorobenzene with dodecylmagnesium bromide: 1,4-didodecylbenzene

Reaction 6: Halogenation of 1,4-didodecylbenzene with Iodine: 1,4-didodecyl-2,5-diiodobenzene

Reaction 7: Bidirectional Sonogashira Coupling: 1,4-didodecyl-2,5-bis(2-(trimethylsilyl)ethynyl)benzene

Reaction 8: Bidirectional Sonogashira Coupling: 1-bromo-4-(2-(4-(2-(4-bromophenyl)ethynyl)-2,5-didodecylphenyl)-ethynyl)benzene

Reaction 9: Bidirectional Sonogashira Coupling: 1,4-didodecyl-2,5-bis(2-(4-(2-(trimethylsilyl)ethynyl)phenyl)-ethynyl)benzene

Reaction 10: Deprotection of TMS group from terminal alkyne: 1-(2-(2,5-didodecyl-4-(2-(4-ethynylphenyl)ethynyl)phenyl)ethynyl)-4-ethynylbenzene

Reaction 13: Bidirectional Sonogashira Coupling: 1,4-didodecyl-2,5-bis(2-(4-(2-(4-bromophenyl)ethynyl)phenyl)ethynyl)-benzene

Reaction 14: Bidirectional Sonogashira Coupling: 1,4-didodecyl-2,5-bis(2-(4-(2-(4-(2-(trimethylsilyl)ethynyl)phenyl)ethynyl) phenyl)ethynyl)benzene

Reaction 15: Deprotection of 1,4-Didodecyl-2,5-bis(2-(4-(2-(4-(2-(trimethylsilyl)ethynyl)phenyl)ethynyl) phenyl)ethynyl)benzene: 1,4-Didodecyl-2,5-bis(2-(4-(2-(4-ethynylphenyl)ethynyl)phenyl)ethynyl) benzene

Overall reaction 4: 1-acetylthio-4-iodobenzene

Reaction 17: Bidirectional Sonogashira Coupling: 1,4-didodecyl-2,5-bis(2-(4-(2-(4-(2-(4-thioacetylphenyl)ethynyl)phenyl) ethynyl)phenyl)ethynyl)benzene

For step in multistep reaction - link to previous reaction step  
For step in multistep reaction - link to following reaction step  
Attached Files
overallscheme_17.cdx