A convenient short cut from aromatic iodides to alkynylstannanes and their use for the straightforward preparation of polyacetylene and polymetallaacetylene Polymers
| Autor: | Patrizia Rosi, Egidio Viola, Claudio Lo Sterzo, Eleonora Antonelli |
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| Jazyk: | angličtina |
| Rok vydání: | 1999 |
| Předmět: |
chemistry.chemical_classification
Organic Chemistry Iodide chemistry.chemical_element Biochemistry Lithium diisopropylamide Stille reaction Inorganic Chemistry chemistry.chemical_compound Polyacetylene Monomer chemistry Polymer chemistry Materials Chemistry Thiophene Organic chemistry Physical and Theoretical Chemistry Tin Derivative (chemistry) |
| Popis: | The palladium-catalyzed cross-coupling reaction (Stille coupling) of aromatic iodides ArI and tributyl(ethynyl)tin Bu3SnCCH form the aromatic acetylides ArCCH and the side product tributyltin iodide Bu3SnI in equimolar amount. In situ addition of lithium diisopropylamide (LDA) to this crude mixture directly affords the tributyl(ethynyl)tin aromatics ArCCSnBu3 in high yield. In the case of the bis(iodoaromatic) IArI (Ar=phenyl, thiophene), this straightforward transformation affords the corresponding bis[tributyl(ethynyl)tin]derivative Bu3SnCCArCCSnBu3. In the presence of Pd this latter species can be directly reacted with a second bis(iodoaromatic) or a bis(metaliodide) unit to form acetylenic and metallaacetylenic polymers with tailored monomer units inserted in a stereoregular polymer chain. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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