Copper-Promoted Aromatic Acyloxylation

Start Date: April 06 2017 - 05:30 PM

End Date: April 06 2017 - 10:00 PM

Audience: Student, Faculty and Staff

Category: Club Event

Location: S-112

Description:

QCC Student Affiliates of the American Chemical Society Proudly Sponsors The Long Island Subsection of the NY-ACS Seminar of Dr. Fabiola Barrios-Landeros, Professor, Yeshiva University - Title of Talk: "Copper-Promoted Aromatic Acyloxylation" Synopsis: Cross-coupling reactions catalyzed by transition metals have revolutionized the field of Organic Synthesis. The functionalization of aromatic rings can be achieved using a large variety of nucleophiles to form C-C or C-heteroatom bonds. However, carboxylic acids have rarely been used as coupling partners. We have identified reaction conditions to successfully couple aryl halides with aliphatic and aromatic carboxylic acids using salts of copper(I) and copper (II). This system offers an alternative to the traditional Fischer esterification method which requires phenols from aryl halides. The reaction progress has been monitored to better understand the reaction mechanism; product mixtures from crossover experiments have been analyzed to understand the active intermediate species. The experiment evidence is consistent with a catalytic cycle where transmetalation of carboxylate to the Cu(I) salt is the first step, followed by oxidative addition to break the C-X bond, and reductive elimination to form the C-O aromatic bond. Halide exchange, via an aromatic Finkelstein reaction, also takes place under the reaction conditions. All are welcome! When: Thursday, April 6, 2017 Where: Queensborough Community College, Science Building, Room S-112 Time: 5:30pm - Social with light refreshments; 6:00pm-Seminar Start After Seminar Dinner: At a nearby restaurant, $25.00 per person. 

 


Contact Name: Marlon Moreno

Contact Phone: 718.281.5017

Contact Email: mmoreno@qcc.cuny.edu

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