NF - 12 - 1 - 0125 305 - 284 - 2516 Final Report 61370

Number of Papers published in peer-reviewed journals: Number of Papers published in non peer-reviewed journals: Inducing the formation of functional macroscopic assemblies through programmed orthogonal supramolecular interactions: Final report. Report Title We studied the assembly of a system composed of diketopyrrolopyrrole (DPP) donors with chiral and achiral side chains that can form triple Hydrogen-bonds with perylene diimide (PDI) acceptors to form hierarchical superstructures. The homoaggregation of the individual components as well as heteroaggregate formation, as a result of ?•••? stacking and H-bonding, were studied by variable temperature UV/Vis and CD spectroscopies and electronic structure theory calculations. It was found that, upon cooling, the achiral PDIs bind to disordered DPP stacks, which drives the formation of chiral superstructures. A new thermodynamic model was developed to describe quantitatively this novel assembly process. (a) Papers published in peer-reviewed journals (N/A for none) Enter List of papers submitted or published that acknowledge ARO support from the start of the project to the date of this printing. List the papers, including journal references, in the following categories: (b) Papers published in non-peer-reviewed journals (N/A for none) (1) 2012 Gordon Research Conference, Donor-Acceptor Systems, Salvia Regina, Rhode Island “Donor-Acceptor Crystalline Supramolecular Polymers” (2)2012 Gordon Research Conference, Electronic Processes in Organic Materials, Il Ciocco, Italy “Photoactive Donor-Acceptor Crystalline Supramolecular Polymers” (3) 244th American Chemical Society National Meeting, Philadelphia, PA, World Class University International Symposium on Energy Storage and Conversion, “Donor-Acceptor Crystalline Supramolecular Polymers for Solar Energy Harvesting” (c) Presentations 11/19/2013 Received Paper 3.00 Stephen Rieth, Zhong Li, Charlotte E. Hinkle, Carmen X. Guzman, Jungeun J. Lee, Samer I. Nehme, Adam B. Braunschweig. Superstructures of Diketopyrrolopyrrole Donors and Perylenediimide Acceptors Formed by Hydrogen-Bonding and ?···? Stacking, The Journal of Physical Chemistry C, (05 2013): 0. doi: 10.1021/jp400918z