Seminar: Dynamics of Dienes: A Twist on Ring Formation
Updated on 17/06/2019 - 10:23
S E M I N A R
Wednesday 19/06/19, 11:00 am
Building 211, seminar room
Dr. Joshua Baraban
Senior Lecturer Dep. of Chemistry,
Dynamics of Dienes: A Twist on Ring Formation
The three dimensional structures of molecules are often based on cyclic molecular motifs. One of the most famous mechanisms for organic ring formation is the Diels-Alder reaction, where a dienophile and conjugated diene link together. We recently detected the reactive conformer for the canonical Diels-Alder reaction, gauche 1,3-butadiene, by high resolution spectroscopy and determined its structure for the first time. [1-2] Notably, this was made possible only by a combination of cutting edge experimental and theoretical techniques.  Our studies reveal unusual quantum mechanical effects in the electronic and nuclear dynamics of these conjugated dienes, and have implications for many related ubiquitous compounds, such as isoprene. [4-5]
 J. H. Baraban, M.-A. Martin-Drumel, P. B. Changala, S. Eibenberger, M. Nava, D. Patterson, J. F. Stanton, G. B. Ellison, and M. C. McCarthy. The molecular structure of gauche-1,3-butadiene: Experimental establishment of non-planarity. Angewandte Chemie International Edition, 57:1821–1825, 2018.
 J. P. Porterfield, L. T. Nguyen, J. H. Baraban, G. T. Buckingham, T. Troy, O. Kostko, M. Ahmed, J. F. Stanton, J. W. Daily, and G. B. Ellison. Isomerization and Fragmentation of Cyclohexanone in a Heated Micro-Reactor. The Journal of Physical Chemistry A, 119:12635–12647, 2015.
 M.-A. Martin-Drumel, J. H. Baraban, P. B. Changala, J. F. Stanton, and M. C. McCarthy. The Hunt for Elusive Molecules: Insights from Joint Theoretical and Experimental Investigations. Chemistry - A European Journal, 25(30):7243–7258, 2019. (Invited Minireview, Reviews Showcase, Frontispiece).
 J. P. Porterfield, J. H. Westerfield, L. Satterthwaite, D. Patterson, P. B. Changala, J. H. Baraban, and M. C. McCarthy. Rotational Characterization of the Elusive Gauche Isoprene. The Journal of Physical Chemistry Letters, 10(8):1981–1985, 2019.
 K. B. Wiberg, P. R. Rablen, and J. H. Baraban. Butadiene and Heterodienes Revisited. The Journal of Organic Chemistry, 83(15):8473–8482, 2018.