Reactivity studies of charged σ,σ,σ-triradicals using the distonic ion approach and fourier transform ion cyclotron resonance mass spectrometery
Abstract
Aromatic organic molecules having one (monoradicals), two (biradicals), or more (polyradicals) unpaired electrons play an important role in a variety of fields, including organic synthesis, organic magnets, and biological activity of organic compounds. Several studies have been published on σ-type carbon-centered mono- and biradicals. However, very little is known about the reactivity of analogous σ,σ,σ-triradicals. This thesis describe the first reactivity studies of σ,σ,σ-triradicals of isoquinoline skeleton by using the FT-ICR mass spectrometry and the well known distonic ion approach technique. The understanding of triradicals cannot be achieved if the knowledge of related mono- and biradicals is not fully understood. New mono- and biradicals of isoquinoline and quinoline skeleton were for first time studied. The electron affinity was the main reactivity controlling factor for monoradicals. On the other hand, biradicals reactivity is controlled by electron affinity, singlet- triplet gap and hydrogen bonding interaction. Nevertheless, the potential ability of bi- and triradicals to undergo ring opening processes, which can hinder their reactivity studies.
Degree
Ph.D.
Advisors
Kenttamaa, Purdue University.
Subject Area
Analytical chemistry|Organic chemistry
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