Hexa-peri-hexabenzocoronenes by efficient oxidative cyclodehydrogenation: the role of the oligophenylene precursors.
作者： Xinliang Feng , Jishan Wu , Volk Enkelmann , Klaus Müllen
DOI: 10.1021/OL053043Z
关键词: Medicinal chemistry 、 Organic chemistry 、 Spin density 、 Biphenyl 、 Chemistry 、 Hexabenzocoronene 、 HEXA
摘要: [reaction: see text] Oligophenylene precursors based on 1,3,5-tris-(2'-biphenyl)ylbenzene (4a) and 1,4-bis-(2'-biphenyl)yl-2,5-diphenylbenzene (5a) were prepared utilized for efficient hexabenzocoronene (HBC) synthesis by cyclodehydrogenations. Parent HBC 6a was efficiently synthesized from the precursor, novel D(3)(h)() symmetrical HBCs 1,3,5-tris-(2'-biphenyl)ylbenzenes with various substitution types. For preparation of a tert-butyl containing 7 D(2)(h)() symmetry, two-step cyclodehydrogenation required because changes in spin density distribution.
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core.ac.uk 参考文章(29)
Andreas Fechtenkötter, Kay Saalwächter, Martha A. Harbison, Klaus Müllen, Hans Wolfgang Spiess, Hochgeordnete kolumnare Strukturen von Hexa-peri-hexabenzocoronenen – Synthese, Röntgenbeugung und heteronucleare Multiquanten-Festkörper-NMR-Untersuchungen Angewandte Chemie. ,vol. 111, pp. 3224- 3228 ,(1999) , 10.1002/(SICI)1521-3757(19991018)111:20<3224::AID-ANGE3224>3.0.CO;2-D
Christopher D. Simpson, J. Diedrich Brand, Alexander J. Berresheim, Laurence Przybilla, Hans Joachim Räder, Klaus Müllen, Synthesis of a giant 222 carbon graphite sheet. Chemistry: A European Journal. ,vol. 8, pp. 1424- 1429 ,(2002) , 10.1002/1521-3765(20020315)8:6<1424::AID-CHEM1424>3.0.CO;2-Z
Lawrence T Scott, Margaret M Boorum, Brandon J McMahon, Stefan Hagen, James Mack, Jarred Blank, Hermann Wegner, Armin de Meijere, A Rational Chemical Synthesis of C60 Science. ,vol. 295, pp. 1500- 1503 ,(2002) , 10.1126/SCIENCE.1068427
Christoph Lambert, Gilbert Nöll, Optically and thermally induced electron transfer pathways in hexakis[4-(N,N-diarylamino)phenyl]benzene derivatives. Chemistry: A European Journal. ,vol. 8, pp. 3467- 3477 ,(2002) , 10.1002/1521-3765(20020802)8:15<3467::AID-CHEM3467>3.0.CO;2-1
Joachim P. Spatz, Sergei Sheiko, Martin Möller, Substrate‐induced lateral micro‐phase separation of a diblock copolymer Advanced Materials. ,vol. 8, pp. 513- 517 ,(1996) , 10.1002/ADMA.19960080614
Pawel Rempala, Jiří Kroulík, Benjamin T. King, A Slippery Slope: Mechanistic Analysis of the intramolecular Scholl Reaction of Hexaphenylbenzene Journal of the American Chemical Society. ,vol. 126, pp. 15002- 15003 ,(2004) , 10.1021/JA046513D
Andrew D. Burrows, Michael Green, John C. Jeffery, Jason M. Lynam, Mary F. Mahon, Rhodium-vermittelte lineare Tetramerisierung und Cyclisierung von 3,3-Dimethylbut-1-in Angewandte Chemie. ,vol. 111, pp. 3228- 3230 ,(1999) , 10.1002/(SICI)1521-3757(19991018)111:20<3228::AID-ANGE3228>3.0.CO;2-Q
Saad S. Elmorsy, Abdel Galel.M. Khalil, M.M. Girges, Tarek A. Salama, New routes for synthesis of branched functionalized benzenoid compounds by using tetrachlorosilaneethanol reagent Tetrahedron Letters. ,vol. 38, pp. 1071- 1074 ,(1997) , 10.1016/S0040-4039(96)02470-7
T. Yonezawa, H. Matsune, N. Kimizuka, Formation of an Isolated Spherical Three-Dimensional Nanoparticle Assembly as Stable Submicrometer-Sized Units by Using an Inorganic Wrapping Technique† Advanced Materials. ,vol. 15, pp. 499- 503 ,(2003) , 10.1002/ADMA.200390115
Mark D. Watson, Andreas Fechtenkötter, Klaus Müllen, Big Is Beautiful−“Aromaticity” Revisited from the Viewpoint of Macromolecular and Supramolecular Benzene Chemistry Chemical Reviews. ,vol. 101, pp. 1267- 1300 ,(2001) , 10.1021/CR990322P