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Physical Sciences and Mathematics Commons

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Arts and Humanities

University of South Florida

2010

And Cyclopropanation

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Full-Text Articles in Physical Sciences and Mathematics

Corrole Synthesis And Catalytic Applications Toward Cobalt(Iii)-Catalyzed Epoxidation, N-H Insertion, And Cyclopropanation, Chung Sik Kim Dec 2010

Corrole Synthesis And Catalytic Applications Toward Cobalt(Iii)-Catalyzed Epoxidation, N-H Insertion, And Cyclopropanation, Chung Sik Kim

USF Tampa Graduate Theses and Dissertations

A variety of bromocorroles, useful precusors for Pd-based cross coupling, were sucessfully synthesized in moderate to good yields. Chiral corroles were also synthesized through use of chiral amides in the aforementioned cross coupling reactions. Cobalt complexes bearing π-acceptor (CNtBu) and σ-donor (PPh3) ligands were also prepared in excellent yields. In this dissertation, cobalt (III) corrole complexes were applied to three different reaction areas: epoxidation, N-H insertion, and cyclopropanation. Cobalt(III) corroles were found to be efficient catalysts for epoxidation reactions. The epoxidation reactions can be carried out using ethyl phenyldiazoacetate, an acceptor/donor diazo compound, as a carbenoid precusor.The reaction provided highly …