Hydrazide-Based Compounds

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Invention Summary Scientists at NDSU have developed novel hydrazide-based templates, methods of making the same, and methods of using the hydrazide-based templates as molecular scaffolds for visible light induced transformations for synthesizing compounds of significance, material synthesis, programmed degradation, and biological applications. A hydrazide-based compound is formed into a molecular scaffold. The hydrazide-based compounds can be synthesized and/or functionalized as desired, or purchased with the desired functional substituents. The hydrazide derived scaffold can serve as a template for visible light mediated chemical transformations. UV light mediated chemical transformations have previously been accomplished for certain compounds; however, such transformations were not previously capable using visible light. The methods of the present invention make visible light mediated chemical transformations possible, in addition to UV mediated chemical transformations. Photocatalysis provides an alternative green strategy in comparison to the thermal methodologies. In this regards, the applicant's work was focused on developing a methodology that utilizes metal-free visible light photocatalysis that is not based on photoredox chemistry. Novel scaffold design allows us to perform visible light mediated traditional photochemistry viz. [2+2]-photocycloaddition, Paterno-Biichi reaction, 61r photocyclization, and NorrishYang reaction with high yields in the photoproduct. This photochemical strategy showcases a diverse range of compounds that can undergo photoreaction smoothly to afford products followed by recovering the scaffold. Our experimental findings highlight the role of excited state reactivity of these novel scaffolds. Further, the work demonstrates these scaffolds to be the firstof-a-kind chiral molecules that are stable and efficient towards selective light induced transformations. Benefits Visible light mediated chemical transformations possible Metal-free photocatalysis not based on photoredox chemistry Recovery of the scaffold First-of-a-kind chiral molecules that are stable and efficient towards selective light induced transformations Applications Novel hydrazide-based templates are used as molecular scaffolds for visible light induced transformations for synthesizing compounds of significance, material synthesis, programmed degradation and biological applications. The use of visible light mediated catalysis is a much greener approach.