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.

Name thesis:degree_name

Master of Arts

Level thesis:degree_level

Masters

Discipline thesis:degree_discipline

Natural Sciences

Grantor

Rice University

Year dc:date.issued

1997

Author dc:creator

• Harmon, Brenda Bacon

• Organic chemistry

Statement dc:rights

• Copyright is held by the author, unless otherwise indicated. Permission to reuse, publish, or reproduce the work beyond the bounds of fair use or other exemptions to copyright law must be obtained from the copyright holder.

Language dc:language.iso

eng

Handle dc:identifier.uri

https://hdl.handle.net/1911/17394

OAI identifier oai:identifier

oai:repository.rice.edu:1911/17394