Synthesis and reactions of cycloproparenes

dc.contributor.advisorBillups, W. Edwarden_US
dc.creatorMcCord, Dianne Jeannetteen_US
dc.date.accessioned2009-06-04T00:32:12Zen_US
dc.date.available2009-06-04T00:32:12Zen_US
dc.date.issued1995en_US
dc.description.abstractTriscycloproparenes 1 and 2 were synthesized by treating the Diels-Alder adducts of 1-bromo-2-chlorocyclopropene and either hexaradialene (3) or hericene (4) with potassium t-butoxide. New cycloproparenes 5 and 6 were also isolated using this approach.(DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE DAI) The thermolysis of cyclopropa (b) naphthalene with C$\sb{60}$ was investigated and was found to yield a new Fullerene adduct. The biradical addition was also performed with $\sp3$He labeled Fullerene, and the product (7) was studied by $\sp3$He NMR.(DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE DAI) Silver (I) catalyzed reactions of several cycloproparenes were also investigated. In the absence of nucleophilic protic solvents or other reactants, benzocyclopropene (and its derivatives) could be dimerized to yield linearly fused six-membered rings as illustrated by the reaction of cycloproparene 8. Further aromatization of the dimers could be achieved (DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE DAI) using DDQ in benzene. This technique was also employed with biscycloproparenes such as 11 and the new triscycloproparenes to obtain ladder polymers and more intricate nonrandomly cross-linked polymers.(DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE DAI)en_US
dc.format.extent137 p.en_US
dc.format.mimetypeapplication/pdfen_US
dc.identifier.callnoTHESIS CHEM. 1995 MCCORDen_US
dc.identifier.citationMcCord, Dianne Jeannette. "Synthesis and reactions of cycloproparenes." (1995) Diss., Rice University. <a href="https://hdl.handle.net/1911/16854">https://hdl.handle.net/1911/16854</a>.en_US
dc.identifier.urihttps://hdl.handle.net/1911/16854en_US
dc.language.isoengen_US
dc.rightsCopyright 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.en_US
dc.subjectOrganic chemistryen_US
dc.subjectPolymer chemistryen_US
dc.titleSynthesis and reactions of cycloproparenesen_US
dc.typeThesisen_US
dc.type.materialTexten_US
thesis.degree.departmentChemistryen_US
thesis.degree.disciplineNatural Sciencesen_US
thesis.degree.grantorRice Universityen_US
thesis.degree.levelDoctoralen_US
thesis.degree.nameDoctor of Philosophyen_US
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