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Filtering by: Creator Wagner, Jeanette Ann Advisor Gable, Kevin P. Committee Member Deinzer, Max

Direct atom transfer vs. ring expansion in reaction of rhenium oxo complexes with cyclooctene epoxides and episulfides

Creator:

Khownium, Kriangsak

Abstract:

The rhenium (V) complex Tp'ReO₂ (Tp' = hydrido-tris-(3,5- dimethylpyrazolyl)borate), generated in situ from PPh₃ reduction of Tp'Re0₃, reacts with small ring heterocycles such as epoxides and episulf ides. The strained trans-cyclooctene ring provides an unusual thermodynamic bias against direct atom transfer, but trans-cyclooctene oxide still produces substantial amounts of trans-cyclooctene....

Resource Type:

Masters Thesis
Rhenium-catalyzed oxygen-atom transfer reactions : mechanism and applications

Creator:

Brown, Eric C.

Abstract:

In situ reduction of hydrido-tris-(3,5-dimethylpyrazolyl)borato(trioxo) rhenium(V) with triphenylphosphine or triethylphosphite leads to a reactive rhenium(V) species that catalytically deoxygenates epoxides at 75-105°C. The reaction is stereospecific, except for trans- and cis-butene oxide which formed minor amounts of the opposite isomer. A variety of different functional groups were tolerated and even...

Resource Type:

Dissertation