Copper-based trifluoromethylating agents have many pharmaceutical and industrial applications such as in the synthesis of blockbuster drugs, e.g., Celebrex. Prozac. Trifluoromethylated aromatic compounds are found as active Ingredients In a wide array of medicine. The "trifluoromethyl" group is a collection of four atoms, denoted CF₃. It is an important structural motif in a variety of useful chemical compounds, such as the pharmaceutical drugs and agrochemicals shown in Fig. 1 below.
An important example of a trifluoromethylating agent is 1, 10·phenanthroline trifluoromethylcopper(I) (phenCuCF₃), dubbed the Trifluoromethylator shown in Fig. 2. Our overarching research goal is to develop an easier method than the current published procedure for synthesizing the Trifluoromethylator as shown in Fig. 3. Particularly, the most tedious part of the original procedure was the synthesis of air-, moisture-, and temperature-sensitive copper(I) t-butoxide (CuOtBu), a hard to purify, commercially unavailable compound needed for the first step, namely the synthesis of the intermediate 1,10-phenanthroline copper(I} t-butoxide (phenCuOtBu).
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Title
Optimized synthesis of the trifluoromethylator, 1, 10-phenanthroline trifluoromethyl copper(I)
Resource Type
Poster
Event
Student Scholar Symposium & Faculty Research Showcase (University of West Florida, Pensacola, Florida, 2021)
Contributors
Dr. Timothy Royappa (Faculty Mentor)
Publisher
University of West Florida Libraries; Argo Scholar Commons
Format
pdf
Copyright
Permission granted to the University of West Florida Libraries to digitize and/or display this item for non-profit research and educational purposes. Any reuse of this item in excess of fair use or other copyright exemptions requires the permission of the copyright holder.
Identifiers
99380090870106600
Academic Unit
Office of Undergraduate Research; 2021 Student Scholars Symposium and Faculty Research Showcase
Language
English
Optimized synthesis of the trifluoromethylator, 1, 10-phenanthroline trifluoromethyl copper(I)