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• W2017403850 abstract "first_page settings Order Article Reprints Font Type: Arial Georgia Verdana Font Size: Aa Aa Aa Line Spacing:    Column Width:    Background: Open AccessShort Note 3-(2,5-Dibutoxy-4-iodo-phenylethynyl)-[1,10]-phenanthroline by Davood Habibi Department of Chemistry, Faculty of Sciences, Bu Ali Sina University, Hamedan, Iran. Code: 6517838683 Molbank 2005, 2005(3), M419; https://doi.org/10.3390/M419 Received: 13 June 2005 / Accepted: 8 August 2005 / Published: 1 September 2005 Download Download PDF Download PDF with Cover Download XML Download Epub Download Supplementary Material Versions Notes The experimental procedure follows a protocol developed by Sonogashira [1]. All reactions were carried out under the atmosphere of dry argon by using standard Schlenk tube techniques.To a mixture of 3-ethynyl-[1,10]-phenanthroline [2,3] (306 mg, 1.5 mmol) and 1,4-dibutoxy-2,5-diiodobenzene [4,5,6] (3.56 g, 7.5 mmol) in dry benzene (25 mL), and triethyl amine (10 mL), were added CuI (28.6 mg, 0.15 mmol), and [PdCl2(PPh3)2] (52.6 mg, 0.075 mmol). The reaction mixture was kept at 80 °C for 24h while stirring vigorously and monitored with mass spectrometer to see the formation of the desired product. After removal of the solvent, the residue was washed with aqueous potassium cyanide (2%, 30 mL) and distilled water (100 mL), and purified by column chromatography (SiO2, CHCl3) to collect 3-(2,5-dibutoxy-4-iodo-phenylethynyl)-[1,10]-phenanthroline (247.5 mg, 0.45 mmol, 30%).Melting Point: > 300 °C. IR (KBr, cm-1): 3205, 2202, 1590, 1477, 1415, 1261, 1202, 1095, 1053, 940, 818, 729. 1H NMR (200 MHz, d6-acetone): δ= 0.95 (6H, 2CH3): 1.3 (4H, 2CH2): 1.7 (4H, 2CH2): 4 (4H, 2CH2); 6.6 (1H, 8'-H); 7.0 (1H, 5'-H); 7.25 (1H, 8-H); 7.4 (1H, 5-H ); 7.7 (1H, 6-H); 8.0 (1H, 7-H); 8.2 (1H, 4-H); 8.8 (1H, 9-H); 9.0 (1-H, 2-H).Elemental Analysis: Calculated for C28H27IN2O2: C, 61.10%; H, 4.94%; N, 5.09%. Found: C, 61.30%; H, 5.3%; N, 5.0%. Supplementary materialsSupplementary File 1Supplementary File 2Supplementary File 3AcknowledgementsThe author gratefully acknowledges the financial supports from the Bu Ali Sina University, Hamedan, Iran. ReferencesSonogashira, K.; Tohda, Y.; Hagihara, N. Tetrahedron Lett. 1975, 4467.Michel, C.; Habibi, D.; Schmittel, M. Molecules 2001, M224.Michel, C.; Habibi, D.; Schmittel, M. Molecules 2001, M225.Giesa, R.; Schulz, R. C. Makromol. Chem. 1990, 191, 857.Weder, C.; Wrighton, M. S. Macromolecules 1996, 29, 5157.Swager, T. M.; Gil, C. J.; Wrighton, M. S. J. Phys. Chem. 1995, 99, 4886. © 2005 MDPI. All rights reserved. Share and Cite MDPI and ACS Style Habibi, D. 3-(2,5-Dibutoxy-4-iodo-phenylethynyl)-[1,10]-phenanthroline. Molbank 2005, 2005, M419. https://doi.org/10.3390/M419 AMA Style Habibi D. 3-(2,5-Dibutoxy-4-iodo-phenylethynyl)-[1,10]-phenanthroline. Molbank. 2005; 2005(3):M419. https://doi.org/10.3390/M419 Chicago/Turabian Style Habibi, Davood. 2005. 3-(2,5-Dibutoxy-4-iodo-phenylethynyl)-[1,10]-phenanthroline Molbank 2005, no. 3: M419. https://doi.org/10.3390/M419 Find Other Styles Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here. Article Metrics No No Article Access Statistics For more information on the journal statistics, click here. Multiple requests from the same IP address are counted as one view." @default.
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