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Synthesis of Soluble 1,3-Bridged Ferrocene-Acetylene Polymers and the Divergent-Convergent Synthesis of Defined Oligomers

✍ Scribed by Herbert Plenio; Jörg Hermann; Jörg Leukel


Book ID
101278987
Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
154 KB
Volume
1998
Category
Article
ISSN
1434-1948

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✦ Synopsis


A -CH 2 NMe 2 group attached to ferrocene can be used as an

To understand the properties of the polymer better and to evaluate the effect of 1,3-substitution on the electronic ortho/ortho-directing group to selectively synthesize 1,2,3substituted ferrocenes, which are used as starting materials for communication between the metal centers, a divergentconvergent approach was used to synthesize defined di-, tri-and novel 1,3-linked ferrocene polymers and oligomers. The Sonogashira coupling reaction of 1-(I),2-(CH 2 NMe 2 )-ferrocene tetranuclear ferrocenes. Accordingly, 1d was cross-coupled with 1-(CH 2 NMe 2 ),2-(CϵCH)-ferrocene to give [2-(CH 2 NMe 2 )-with HCϵCSiEt 3 results in 1-(CϵCSiEt 3 ),2-(CH 2 NMe 2 )ferrocene (1b), which -following an ortho-lithiation/iodination ferrocene-1-yl]-CϵC-[2-(CH 2 NMe 2 ),3-(CϵCSiEt 3 )-ferrocene-1yl] (2a). Removal of the protective group in 2a led to [2-sequence -is converted into 1-(I),2-(CH 2 NMe 2 ),3-(CϵCSiEt 3 )ferrocene (1d). Removal of the -SiEt 3 protective group yields 1-(CH 2 NMe 2 )-ferrocene-1-yl]-CϵC-[2-(CH 2 NMe 2 ),3-(CϵCH)-ferrocene-1-yl] (2b), which was treated with [1-(I),2-(CH 2 NMe 2 )-(I),2-(CH 2 NMe 2 ),3-(CϵCH)-ferrocene, which can be polymerized under Sonogashira conditions to yield a soluble, bimodal ferrocene-3-yl]-CϵC-[2-(CH 2 NMe 2 ),3-(CϵCSiEt 3 )-ferrocene-1yl] (2c) to result in the corresponding tetrameric ferrocene (4a). ferrocene-acetylene polymer of M W = 3700/7100 and M n = 4272.


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