ORGN 327 |
| Single crystals of macroscopic dimensions are not always suitable for single-crystal-to-single-crystal (SCSC) reactions because of their mechanical properties (i.e. they crack). Nanocrystaline materials have unique mechanical properties that allow crystallinty to be maintained under stressful conditions such UV-radiation. Having considered a recent paper of Nakanishi and coworkers, we anticipated that a SCSC [2+2] photoreaction of supramolecular hydrogen-bonded assemblies within co-crystals could be achieved via a decrease of crystal size. In this contribution, we demonstrate that a SCSC reaction of the four-component supramolecular hydrogen-bonded assembly of resorcinol and 1,2-bis(4-pyridyl)-ethylene can be achieved by decreasing the crystal size towards nano-dimensions. Crystals of desirable dimensions were grow by a combined sonochemical and precipitation method. The SCSC reactivity of these assemblies was studied using proton nuclear magnetic resonance (1H-NMR) and X-ray diffraction (XRPD), while the morphology of the crystalline samples was determined using scanning electron microscopy (SEM). |
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Molecular Recognition and Self-Assembly
1:00 PM-5:00 PM, Monday, 11 September 2006 Moscone Center -- Room 132, Oral
Division of Organic Chemistry |