After reading much of what you all wrote about the chemistry at the poster session, I came to an astonishing revelation: I actually learned something in school! (Chi, if this is not being humble, then I don't know what is...) But regardless, I realized that all the chemistry that was presented to us at the graduate poster session is just a very specific extension of informaion that we already learned in undergrad.
For example, I took a personal interest in the poster in the field of organic chemistry, which happens to be one of my areas of interest and knowledge. The poster was titled, Photo-Fries Rearrangement of Aromatic Amides as a Tool for the Heterocyclic Synthesis, and it studied a reaction that is usefull in the preparation of a hard-to-synthesize molecule. For the scientific-minded individuals reading this, specifically the reaction extended the use of a photo-fries rearrangement (see figure below) to include aromatic amides as compared to the commonly used aromatic esters. This reaction serves the purpose of providing a useful technique for the formation of aromatic ortho-amino ketones, which are used in preparing various heterocyclic systems.

A general Photo-Fries reaction.
Normally has oxygen in place of "X"
New study works with nitrogen for "X"
After reading the poster, I realized that I knew what the poster was about, the science behind the reaction, reasons why the reaction is important, and I was even able to come up with my own proposal for a possible mechanism for this reaction (which I later Googled and discovered I was partially right!). I actually wondered if the reaction was solely intramolecular or intermolecular, as I could see a possibility for both. I also noticed that data was given that showed the variance in percent yield of product due to changing para-substituents. I figured that the next step in this line of research should analyze the correlation between the lowering of energy of the molecule (via changing para-groups) and the reactivity for photo-Fries, and this can be measured from both a kinetic and thermodynamic perspective. You see... I was able to take my knowledge in organic chemisty and apply it to a graduate research poster that I thought would be so far above me head I would have to work my a** off for another 4 years of intensive sciences to understand. This experience was truly mind-opening and gave me the confidence and the motivation to go study hard and learn as much as I can about whatever interests me (but only after the party that night... and the next night... and the next... and the next...) I mean, get real: what do you think a bunch of intelligent college students would do when given the opportunity to study (as well as get drunk) halfway around the world? Now that's what I call studying abroad! ;)
After all... what more is there at my age than to strive to be an intellectual and enjoy life while I'm at it, eh?
In reference to your quote:
ReplyDelete"I was even able to come up with my own proposal for a possible mechanism for this reaction (which I later Googled and discovered I was right for the most part!)."
What was your alternate proposal?
my alternate proposal? The main mechanism is a radical reaction (as Jose said today) that breaks off the ketone from the ester and then resituates itself in the ortho position. I proposed a carbonyl attack by a radical on the benzene ring BEFORE breaking off the ketone R group. That part was apparently wrong.
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