Tags: Organic Seminar


Molecular Editing via Nitrogen Deletion: A Strategy for Remodeling Molecules in Organic Synthesis

Molecular editing has recently gained attention as an emerging strategy to diversify and enable the building of complex molecules, and it directly modifies the core of the molecular skeleton. Unlike peripheral editing, which involves the editing of the peripheral sites of the molecule, skeletal editing enables the modification of the ring by inserting, deleting, or transposition one atom directly and selectively. [1] In 2021, three synthetic…


Advances In The Synthesis And Application Of Strained-Ring Compounds: Catalytic & Stoichiometric Approaches


An Analysis of Photo-CORM Di-(2-hydroxynaphtyl)cyclopropenone

Carbon monoxide (CO) in the last two decades has garnered an increase in interest for its therapeutic effects when applied at a controlled dosage. Some notable effects include antiinflammation, anti-apoptosis, and anti-oxidation. Recently, the use of a molecular vehicle to deliver CO, known as a CO-releasing molecules (CORMs), has been a widely studied topic for their ability to deliver a controlled dosage of CO. Presented here is the molecule…


Selective Synthesis Using Light and Electricity

This seminar will describe our investigations into how organic radical ions–typically thought of as fleeting intermediates–can be tamed and exploited as a new family of organocatalysts and small molecule reagents. We identified selective generation of such species as a key hurdle stymying development of these systems. To address this problem, we have leveraged electrochemistry to develop new synthetic transformations driven by organic radical…


Design of a Novel Photocleavable Metal-Organic Framework

Metal-Organic Frameworks (MOFs) since their discovery have been used in a variety of applications, including, but not limited to gas adsorption and storage, food packaging, biofilms and drug delivery. This is attributed to the vast array of options for its component parts (the metal nodes and the organic linkers) and its high surface area and high porosity. Recently, there has been a surge of MOFs in the drug delivery realm, especially in the…


From “Intentional Avoidance” to “Resurgence” - Development of Covalent Inhibitors in Drug Discovery

The use of covalent inhibitors in the field of drug discovery has attracted considerable attention in the 2000s. But largely owing to safety concerns, they are rarely considered when initiating a target-directed drug discovery project. Thanks to modern drug discovery approaches, the development of covalent inhibitors has been flourishing in the past decade. Covalent inhibitors are small molecules with a warhead that form a covalent bond with…


Developing a Methodology for Probing Student Comprehension of Organic Chemistry Using Eye Tracking Technology

Eye tracking technology has been used to study comprehension through visual processing in a variety of fields, but has seen a significantly increased use in chemistry in the past decade. Organic chemistry in particular uses unique visual representations to convey information, which could make information obtained by eye tracking particularly relevant for understanding student comprehension of the material being discussed. While this has been…


Palladium Catalyzed C−H Lactonization of Aliphatic Acids

C−H activation has gained extensive attention as a powerful tool in synthetic organic chemistry. The carboxylate moiety is believed as a promising candidate, however, the C−H activation of carboxylic acid is highly challenging because of its weak directing ability. In recent years, the development of novel palladium catalysis strategies allows the utility of aliphatic acid in C(sp3)−H functionalization, and notably lactonization…


Synthesis of N,N,O-Trisubstituted Hydroxylamines (Hydroxalogs) and Other Projects

There has been a continuous need to enrich small molecule libraries with underrepresented functional groups to increase the chance of finding potential drug candidates. N,N,O-trisubstituted hydroxylamine is such a functional group that has been underrepresented in drug discovery due to concerns about its stability and mutagenicity. However, the trisubstituted hydroxylamine functionality has multiple features that make it suitable as a drug…


Confronting Pathogens with a Combination of Synthetic and Analytical Chemistry

The Manetsch laboratory focuses on synthetic chemistry and the development of LC/MS-guided medicinal chemistry approaches for the development of anti-infective agents. The first half of the seminar focuses on the streptothricin natural products class, while kinetic Target-Guided Synthesis (kTGS) is the topic of the second half of the seminar. Streptothricins are highly active against gram-positive and gram-negative ESKAPE pathogens. Common…
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