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dc.contributor.authorHarris, Michael C.en_US
dc.date.accessioned2019-10-11T15:10:02Z
dc.date.available2019-10-11T15:10:02Z
dc.date.created1983en_US
dc.date.issued1983en_US
dc.identifieraleph-254659en_US
dc.identifier.urihttps://repository.tcu.edu/handle/116099117/31781
dc.description.abstractA practically unstudied class of stable free radicals was investigated. Seven pentaarylethyl free radicals were synthesized and characterized by their ESR spectra. These radicals included: 9-triphenylmethylfluorenyl, 9-tris(pentadeuteriophenyl)-methylfluorenyl, 9-tris-(4-tert-butylphenyl)methylfluorenyl, 9-(9'-phenylfluorenyl)-fluorenyl, 1,1-bis-(4-tert-butylphenyl)-2,2,2-triphenylethyl, penta-(4-tert-butylphenyl)ethyl and pentaphenylethyl. The work of W. Schlenk and H. Mark on this subject was repeated, but the authors' conclusions could not be substantiated. The radicals were in most cases prepared by the reaction of the corresponding anion with 2,3-dibromo-2,3-dimethylbutane. This procedure had been described by K. Ziegler and was modified for our purposes. Also, triphenylmethyl radical and the carbene fluorenylidene were coupled to yield 9-triphenylmethylfluorenyl radical. The ESR spectra generated by the four "fluorenyl-like" pentaarylethyl radicals were identical to one another. These spectra contained unresolved hyperfine interactions which led to line broadening. These hyperfine interactions were resolved in one experiment. The ESR spectra generated by the two tert-butyl substituted pentaphenylethyl radicals were identical to each other, and the ESR data suggested that the aryl groups on the radical centers were greatly twisted out of planarity. The ESR data obtained from the pentaphenylethyl radical indicated that a rapid, reversible 1,2-phenyl shift occurs. Computer simulations were performed to substantiate the reported ESR values.en_US
dc.format.extentxiii, 211 leaves, bound : illustrationsen_US
dc.format.mediumFormat: Printen_US
dc.language.isoengen_US
dc.relation.ispartofTexas Christian University dissertationen_US
dc.relation.ispartofAS38.H3682en_US
dc.subject.lcshFree radical reactionsen_US
dc.subject.lcshPentaarylethylen_US
dc.titleThe synthesis and ESR analysis of pentaarylethyl free radicalsen_US
dc.typeTexten_US
etd.degree.departmentDepartment of Chemistry
etd.degree.levelDoctoral
local.collegeCollege of Science and Engineering
local.departmentChemistry and Biochemistry
local.academicunitDepartment of Chemistry
dc.type.genreDissertation
local.subjectareaChemistry and Biochemistry
dc.identifier.callnumberMain Stacks: AS38 .H3682 (Regular Loan)
dc.identifier.callnumberSpecial Collections: AS38 .H3682 (Non-Circulating)
etd.degree.nameDoctor of Philosophy
etd.degree.grantorTexas Christian University


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