Research Symposium

25th annual Undergraduate Research Symposium, April 1, 2025

Alejandro Orozco Poster Session 3: 1:45 pm - 2:45 pm/ Poster #3


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BIO


I was born in San Juan, Puerto Rico, and moved to Miami, Florida, at the age of seven. I am passionate about organic chemistry and have been actively conducting research in Dr. Alabugin’s lab. My current research focuses on the non-symmetric functionalization of pyrene derivatives, including bromination and various Friedel–Crafts reactions. This work explores selective substitution patterns to develop polycyclic aromatic hydrocarbons (PAHs) with unique properties, enhancing my understanding of advanced organic synthesis and molecular design. I enjoy the challenges and creativity involved in chemical research and look forward to continuing to innovate at the interface of synthesis and molecular functionality

Synthesis of Complex Polyaromatic Molecules from Asymmetric Substituted Pyrene.

Authors: Alejandro Orozco, Dr. Nikolas Dos Santos
Student Major: Biochemistry
Mentor: Dr. Nikolas Dos Santos
Mentor's Department: Chemistry
Mentor's College: Florida State University
Co-Presenters:

Abstract


I have worked with Dr. Nikolas Dos Santos to synthesize various pyrene derivatives, employing reactions such as the Heck cross-coupling and Mallory photocyclization on both small and large scales. For my honors in the major we are investigating the selectivity of methoxy-substituted pyrenes through bromination and Friedel–Crafts reactions, examining whether reagents add to the second or third position of the asymmetric pyrene. Based on these findings, we aim to execute a double addition of pyrene to a benzene bridge—likely through Friedel–Crafts reactions—followed by a Scholl reaction to construct a complex polyaromatic molecule. Additionally, we are preparing to synthesize methoxy pyrenes with isopropyl blocking groups, starting from 1,5-dibromo-2,4-diisopropylbenzene, to further explore its ground state aggregation in solution.

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Keywords: Polyaromatic Molecules, Pyrene, Asymmetrical Pyrenes, Friedel Crafts.