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23rd August 2013 @ 14:21

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Reaction information

*#Reaction file
reactionscheme_15 .cdx
*Reaction file type CDX
*Procedure In a 50 mL rbf a solution of 1,4-Didodecyl-2,5-bis(2-(4-(2-(4-(2-(trimethylsilyl)ethynyl)phenyl)ethynyl) phenyl)ethynyl)benzene(58 mg, 0.06 mmol) in THF (10 mL: large excess) was stirred for 15 min, at r.t., in presence of TBAF (0.84 mL of a solution 1 M in THF; 14.00 eq.); the disappearance of starting material (Rf 0.00, (20/1) hexane/DCM) was monitored by TLC. The solvent was evaporated and the residue was dissolved in DCM; the solution was washed with water and brine, dried over anhydrous MgSO4 and evaporated, to afford the crude product (bright yellow solid, 56 mg, 0.06 mmol, yield 93%). No further purification was carried out. 
*Yield (%) 93 %
*Type of Yield Reaction yield
Reference(s)
PhD Thesis - 16Sep2010_final p13.pdf
 
PhD Thesis - 16Sep2010_final p113.pdf
Further information Compound 15: 1,4-Didodecyl-2,5-bis(2-(4-(2-(4-ethynylphenyl)ethynyl)phenyl)ethynyl) benzene

For multistep reactions (or their steps):

Overall reaction? False
For overall reaction - links to child reaction steps  
For step in multistep reaction - link to previous reaction step Reaction 14: Bidirectional Sonogashira Coupling: 1,4-didodecyl-2,5-bis(2-(4-(2-(4-(2-(trimethylsilyl)ethynyl)phenyl)ethynyl) phenyl)ethynyl)benzene
For step in multistep reaction - link to following reaction step

Reaction 16: Bidirectional Sonogashira Coupling: 1,4-didodecyl-2,5-bis(2-(4-(2-(4-(2-(p-benzonitril)ethynyl)phenyl)ethynyl) phenyl)ethynyl)benzene

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

Attached Files
PhD Thesis - 16Sep2010_final p113.pdf
reactionscheme_15 .cdx