Date of Submission

Spring 2018

Academic Programs and Concentrations


Project Advisor 1

Emily McLaughlin

Project Advisor 2

Christopher Lafratta

Abstract/Artist's Statement

Carbon-nitrogen bonds are pervasive in a wide-ranging assortment of small molecules. Perhaps the most atom-economical method for the creation of C-N bonds is the nitrene insertion reaction. Iridium bypyridyl complexes have been shown to mediate visible light nitrene transfer to alkenes to afford aziridines. This study focuses on the energy transfer or photosensitization from Ir(III) and Pt(II) transition metal complexes to stabilized organic azides. Our work shows that the rate of the this aziridination is governed by the type of photocatalyst and azide employed. For example, the use of [Ir(ppy)2(dtbbpy)]PF6with TrocN3results in a 94% conversion of styrene to the aziridine product, however no product was observed using [Ir(Fppy)2(dtbbpy)]PF6. A study of the effects of catalyst structure, physical properties, and stability is presented along with the differences in reactivity of two azidoformate nitrene precursors in aziridine formation is explored.

Open Access Agreement

On-Campus only

Creative Commons License

Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 4.0 License.

This work is protected by a Creative Commons license. Any use not permitted under that license is prohibited.

Bard Off-campus Download

Bard College faculty, staff, and students can login from off-campus by clicking on the Off-campus Download button and entering their Bard username and password.