Synthesis of 1,10-phenanthrolines fused with bicyclo[3.3.0]octane and bicyclo[3.3.1]nonane frameworks

作者: S. Visniakova , A. Zilinskas , S. Tumkevicius

DOI: 10.1007/S10593-012-1081-4

关键词:

摘要: Reactions of bicyclo[3.3.1]nonane-2,6-dione and bicyclo[3.3.0]octane-3,7-dione with 8-amino-7-quino-linecarbaldehyde under basic conditions led to fused nonplanar compounds one or two 1,10-phenanthroline moieties. The novel heterocyclic systems bicyclo[3.3.1]nonano[2,3-b]bis[1,10]-phenanthroline, cis-bicyclo[3.3.0]octano[3,2-b:7,6-b']bis[1,10]phenanthroline, bicyclo[3.3.1]nona-no[2,3-b:6,7-b']bis[1,10]phenanthroline, 8H-9,16-methanoindolo[2',3':5,6]cycloocta[1,2-b]bis-[1,10]-phenanthroline have been synthesized characterized.

参考文章(30)
Elvira C. Riesgo, Xiaoqing Jin, Randolph P. Thummel, Introduction of Benzo[h]quinoline and 1,10-Phenanthroline Subunits by Friedländer Methodology. Journal of Organic Chemistry. ,vol. 61, pp. 3017- 3022 ,(1996) , 10.1021/JO952164H
Miso Jeong, Hyungoog Nam, Ok-Jae Sohn, Jong Il Rhee, Hyung Jin Kim, Chang-Woo Cho, Sunwoo Lee, Synthesis of phenanthroline derivatives by Sonogashira reaction and the use of their ruthenium complexes as optical sensors Inorganic Chemistry Communications. ,vol. 11, pp. 97- 100 ,(2008) , 10.1016/J.INOCHE.2007.11.001
Melanie Harlos, Ingo Ott, Ronald Gust, Hamed Alborzinia, Stefan Wölfl, Anna Kromm, William S. Sheldrick, Synthesis, biological activity, and structure-activity relationships for potent cytotoxic rhodium(III) polypyridyl complexes. Journal of Medicinal Chemistry. ,vol. 51, pp. 3924- 3933 ,(2008) , 10.1021/JM800173S
Giorgio Chelucci, Antonio Saba, Gianuario Sanna, Franco Soccolini, Chiral 2,2′-bipyridines, 5,6-dihydro-1,10-phenanthrolines and 1,10-phenanthrolines as ligands for enantioselective palladium catalyzed allylic substitution Tetrahedron-asymmetry. ,vol. 11, pp. 3427- 3438 ,(2000) , 10.1016/S0957-4166(00)00296-2
Tetsuo Okujima, Yusuke Hashimoto, Guangnan Jin, Hiroko Yamada, Hidemitsu Uno, Noboru Ono, Synthesis of extremely soluble precursors of tetrabenzoporphyrins Tetrahedron. ,vol. 64, pp. 2405- 2411 ,(2008) , 10.1016/J.TET.2008.01.014
Zhen Tao, Yuan-Wei Zhang, Alice Agyiri, Gary Rudnick, Ligand Effects on Cross-linking Support a Conformational Mechanism for Serotonin Transport Journal of Biological Chemistry. ,vol. 284, pp. 33807- 33814 ,(2009) , 10.1074/JBC.M109.071977
Eduardo Peña-Cabrera, Per-Ola Norrby, Magnus Sjögren, Aldo Vitagliano, Vincenzo De Felice, Johan Oslob, Shingo Ishii, David O'Neill, Björn Åkermark, Paul Helquist, Molecular Mechanics Predictions and Experimental Testing of Asymmetric Palladium-Catalyzed Allylation Reactions Using New Chiral Phenanthroline Ligands Journal of the American Chemical Society. ,vol. 118, pp. 4299- 4313 ,(1996) , 10.1021/JA950860T
Alexander W. Hains, Ziqi Liang, Michael A. Woodhouse, Brian A. Gregg, Molecular Semiconductors in Organic Photovoltaic Cells Chemical Reviews. ,vol. 110, pp. 6689- 6735 ,(2010) , 10.1021/CR9002984
Warren W. Brandt, Francis P. Dwyer, Eleanora D. Gyarfas, Chelate Complexes of 1,10-Phenanthroline and Related Compounds. Chemical Reviews. ,vol. 54, pp. 959- 1017 ,(1954) , 10.1021/CR60172A003