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Title:
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Synthesis of new cycloproparenes |
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Author:
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Wagner, Robert |
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Advisor:
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Billups, W. E. |
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Degree:
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Doctor of Philosophy thesis |
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Abstract:
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The (2.2) paracyclophane-annelated cycloproparenes 1 and 2 were prepared by treating the Diels-Alder adducts of 1-bromo-chlorocyclopropene and either 1-vinyl (2.2) paracyclophane-1-ene (3) or 1,2-dimethylene (2.2) paracyclophane (4) with potassium t-butoxide in THF. Using the same approach the new cycloproparenes 5 and 6 were obtained from the (2.2) paracyclophanetetraenes 7 and 8.*
The silver-ion catalyzed polymerization of the dicycloproparenes 9 and 10 was also studied. This method has shown to be an alternative to the repetitive Diels-Alder reaction in the synthesis of ladder polymers. The ladder polymers 11 and 12 were obtained and characterized by IR, solid-state $\sp{13}$C-NMR and thermogravimetric analysis (TGA).* ftn*Please refer to the dissertation for diagrams. |
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Citation:
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Wagner, Robert. "Synthesis of new cycloproparenes." Doctoral Thesis, Rice University, ETD http://hdl.handle.net/1911/19228. |
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Citable link to this page:
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http://hdl.handle.net/1911/19228 |
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Date:
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1997 |
