Polymer and Organic Materials Commons^™

Triperyleno[3,3,3]Propellane Triimides: Achieving A New Generation Of Quasi-D3h Symmetric Nanostructures In Organic Electronics, Lingling Lv, Josiah Roberts, Chengyi Xiao, Zhenmei Jia, Wei Jiang, Chad Risko, Lei Zhang

Chemistry Faculty Publications

Rigid three-dimensional (3D) polycyclic aromatic hydrocarbons (PAHs), in particular 3D nanographenes, have garnered interest due to their potential use in semiconductor applications and as models to study through-bond and through-space electronic interactions. Herein we report the development of a novel 3D-symmetric rylene imide building block, triperyleno[3,3,3]propellane triimides (6), that possesses three perylene monoimide subunits fused on a propellane. This building block shows several promising characteristics, including high solubility, large π-surfaces, electron-accepting capabilities, and a variety of reactive sites. Further, the building block is compatible with different reactions to readily yield quasi-D_3h symmetric nanostructures (9, …

Raman Studies Of 1,3,5,7 Cyclooctatetraene At High Pressure, Martin Galley, Ed Romano, Sergey Tkachev, Michael Pravica

Undergraduate Research Opportunities Program (UROP)

We performed Raman spectroscopic studies of 1,3,5,7-cyclooctatetraene at elevated pressures up to 10 GPa with the aim of examining possible planarization of the molecule and further studying two prior-discovered phases of the solid with pressure. The Raman excitation source was a Krypton-ion laser operating at 674.1 nm (give wavelength).

1,3,5,7 Cyclooctatetraene has an octagonal formation however it is not aromatic or anti-aromatic (not a subject to the 4n+2 Huckel’s rule) [1]. As a result, its adopts a somewhat reactive tub shape. Upon the addition or removal of one to two electrons under ambient conditions, the molecule planarizes and becomes aromatic …