Tricyanofuran-type metastable-state photoacids, relative newcomers to the field of photochromism, outperform traditional light-controlled molecular switches in regards to applicability in biological systems. In a preliminary attempt to understand the underlying processes that govern these compounds, this thesis project establishes the isomeric identity of an unsubstituted tricyanofuran-type metastable-state photoacid, referred to as TCF 1 in this work. Two-dimensional nuclear magnetic resonance experiments are employed to experimentally determine the presence and identity of the open-form TCF 1 isomers. Electronic structure calculations are then used to provide quantitative insight into the experimental results. Experiment and theory show that four out of eight possible open-form isomers exist in solution. To validate the information obtained theoretically, the calculation methodologies are tested against experimental chemical shifts. The impressive agreement with the experiments gives credibility to the picture painted by the theoretical models.
Chumbimuni-Torres, Karin Y.
Bachelor of Science (B.S.)
College of Sciences
Arias, Juan E., "Conformations of Tricyanofuran-type Metastable-state Photoacids" (2019). Honors Undergraduate Theses. 470.