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The synthesis and polymerization of dicycloproparenes

Dicycloproparenes 1 and 2 were synthesized by treating the Diels-Alder adducts of 1-bromo-2-chlorocyclopropene and either 2,3,5,6-tetramethylidene-bicyclo[2.2.2]octane (3) or 1,2,4,5-tetramethylenecyclohexane (4) with potassium t-butoxide in tetrahydrofuran.*
The silver catalyzed polymerization of each dicycloproparene was investigated. The dimers 5a and 5b were observed and isolated at an early stage during the polymerization of dicycloproparene 1.*
The ladder polymer formed by treating the linearly fused dicyclopropanthracene 2 with silver ion in chloroform was characterized by solid state nuclear magnetic resonance spectroscopy. The insoluble dimer of 2 could not be isolated.*
*Please refer to dissertation for diagrams.

Identiferoai:union.ndltd.org:RICE/oai:scholarship.rice.edu:1911/17394
Date January 1997
CreatorsHarmon, Brenda Bacon
Source SetsRice University
LanguageEnglish
Detected LanguageEnglish
TypeThesis, Text
Formatapplication/pdf

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