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Student Project Abstracts 2005 - Pluto - University of Washington

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SYNTHESIS OF TPD-BASED COMPOUNDS FOR USE IN MODIFICATION OF ITO SURFACES AND METAL NANOPARTICLESPd 2(dba) 3(88.6 mg, 0.0968 mmol), DPPF (110 mg, 0.198 mmol),and sodium tert-butoxide (0.584 g, 6.08 mmol). The tube wassealed with a septum, evacuated under vacuum for ten minutesand purged with argon gas for ten minutes. Anhydrous toluene(20 mL) was added via cannula. The mixture was heated withstirring to 100°C for 24h. Toluene was evaporated under reducedpressure, and the resulting brown oil was dissolved in 20 mL dichloromethane,then filtered through silica gel, and the solventevaporated. Column chromatography on SiO 2using 4:1 hexanes:toluene as eluent gave a glassy, yellow solid (3.16g, 84 % yield).1H NMR (300 MHz, CD 2Cl 2, ∂): 7.79 (d, 4H), 7.42 (m, 10H), 7.28(t, 2H), 7.12 (m, 6H), 7.01 (m, 4H), 6.90 (m, 9H), 2.28 (s, 3H),2.26 (s, 3H), 1.17 (s, 9H).Aaron Finke is a senior majoring in chemistry at the <strong>University</strong> <strong>of</strong>Arizona. He will graduate in May 2006 and plans on attendinggraduate school in organic or inorganic chemistry.REFERENCES(1) Brumbach, M. Doctoral Thesis; <strong>University</strong> <strong>of</strong> Arizona: Tucson,2003.(2) Okumoto, K.; Wayaku, K.; Noda, T.; Kageyama, H.; Shirota,Y. Synthetic Mealst 2000, 111, 473-476.(3) Shirota, Y.; Okumoto, K.; Inada, H. Synthetic Mealst 2000,111, 387-391.(4) Stellacci, F.; Bauer, C. A.; Meyer-Friedrichsen, T.; Wendeleers,W.; Marder, S. R.; Perry, J. W. J. Am. Chem. Soc. 2003, 125,328-329.(5) Wendeleers, W.; Stellacci, F.; Meyer-Friedrichsen, T.; Mangel,T.; Bauer, C. A.; Pond, S. J. K.; Marder, S. R.; Perry, J. W. J.Phys. Chem. B 2002, 106, 6853-6863.(6) Hreha, R. D.; Zhang, Y. D.; Domercq, B.; Larribeau, N.;Haddock, J. N.; Kippelen, B.; Marder, S. R. Synthesis-Stuttgart2002, 1201-1212.(7) Hartwig, J. F. Angew. Chem. Int. Ed. 1998, 37, 2046-2067.ACKNOWLEDGEMENTSResearch support is gratefully acknowledged from the NationalScience Foundation Center on Materials and Devices forInformation Technology Research (CMDITR), DMR-0120967.52 CMDITR Review <strong>of</strong> Undergraduate Research Vol. 2 No. 1 Summer <strong>2005</strong>

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