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CONFORMATIONS OF TRICYANOFURAN-TYPE METASTABLE-STATE PHOTOACIDS

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Date Issued:
2019
Abstract/Description:
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.
Title: CONFORMATIONS OF TRICYANOFURAN-TYPE METASTABLE-STATE PHOTOACIDS.
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Name(s): Arias, Juan E, Author
Chumbimuni-Torres, Karin Y., Committee Chair
University of Central Florida, Degree Grantor
Type of Resource: text
Date Issued: 2019
Publisher: University of Central Florida
Language(s): English
Abstract/Description: 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.
Identifier: CFH2000470 (IID), ucf:45707 (fedora)
Note(s): 2019-05-01
B.S.
College of Sciences, Chemistry
Bachelors
This record was generated from author submitted information.
Subject(s): photoacids
photochromism
molecular switches
Persistent Link to This Record: http://purl.flvc.org/ucf/fd/CFH2000470
Restrictions on Access: public
Host Institution: UCF

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