Graduation Year

2017

Document Type

Dissertation

Degree

Ph.D.

Degree Name

Doctor of Philosophy (Ph.D.)

Degree Granting Department

Chemistry

Major Professor

Xiaodong Shi, Ph.D.

Committee Member

Jianfeng Cai, Ph.D.

Committee Member

Kirpal Bisht, Ph.D.

Committee Member

Shengqian Ma, Ph.D.

Committee Member

Chuanhai Cao, Ph.D.

Keywords

Enyne cycloisomerization, Gold redox, Diazonium activation

Abstract

In this dissertation, gold catalyst was employed to catalyze intermolecular reactions. Intramolecular reactions were far more advanced than intermolecular reaction in gold catalysis. With finding suitable ligands for gold catalysts, we were able to develop several transformations to synthesize interesting building blocks in organic chemistry including: allenes, furans, spiros, oxepines, propargyl ethers and ketones. These functionalities were synthesized by the use of triazole-gold(I) catalyst. Triazole, as a ligand bond to gold, showed enhanced stability of the catalyst, which resulted in better yields. Gold(I)/(III) redox chemistry also used for cyclopropanol ring openings which resulted in synthesizing substituted ketones.

Available for download on Thursday, April 12, 2018

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