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University of Tennessee at Chattanooga

Honors Theses

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Alkenes -- Analysis

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Assessing The Feasibility Of A One-Pot, Tandem Olefin Metathesis And Isomerization Sequence To Synthesize Conjugated Aromatic Olefins, Ajay D. Makwana Aug 2016

Assessing The Feasibility Of A One-Pot, Tandem Olefin Metathesis And Isomerization Sequence To Synthesize Conjugated Aromatic Olefins, Ajay D. Makwana

Honors Theses

The synthesis of substituted phenylpropene dimers using a one-pot, tandem olefin metathesis and isomerization sequence has been studied. This sequence relies on the facilitated, in-situ conversion of a ruthenium carbene species (Ru=C) to a ruthenium hydride species (Ru-H) upon addition of an inorganic hydride source. Three separate reactions occur within one reaction flask: 1) olefin metathesis of the starting phenylpropene to yield phenylpropene dimer via Ru=C catalyst, 2) conversion of Ru=C to Ru-H via addition of an inorganic hydride source, 3) isomerization of phenylpropene dimer via insertion and β-hydride elimination to yield conjugated product. The focus of the study has …