Synthesis of Triphenylamine-Modified Arylates and Ketones via Suzuki Coupling Reactions

REFERENCES

• Wei , P. ; Bi , X. D. ; Wu , Z. ; Xu , Z. Synthesis of triphenylamine-cored dendritic two-photon absorbing chromophores . Org. Lett. 2005 , 7 ( 15 ), 3199 – 3202 .
   PubMed Web of Science ®Google Scholar
• Tstsumi , N. ; Murao , T. ; Sakai , W. Photorefractive response of polymeric composites with pendant triphenylamine moiety. Macromolecules 2005, 38(17), 7521–7523.
   Web of Science ®Google Scholar
• Yang , W. J. ; Kim , D. Y. ; Kim , C. H. ; Jeong , M. Y. ; Lee , S. K. ; Jeon , S. J. ; Cho , B. R. Triphenylamine derivatives with large two-photon cross-sections . Org. Lett. 2004 , 6 ( 9 ), 1389 – 1392 .
   PubMed Web of Science ®Google Scholar
• Cheng , S. H. ; Hsiao , S. H. ; Su , T. H. ; Liou , G. S. Novel aromatic poly(amine-lmide)s bearing a pendent triphenylamine group: Synthesis, thermal, photophysical, electrochemical, and electrochromic characteristics . Macromolecules 2005 , 38 ( 2 ), 307 – 316 .
   Web of Science ®Google Scholar
• Hancock , J. M. ; Gifford , A. P. ; Zhu , Y. ; Lou , Y. ; Jenekhe , S. A. n-Type conjugated oligoquinoline and oligoquinoxaline with triphenylamine endgroups: Efficient ambipolar light emitters for device applications . Chem. Mater. 2006 , 18 ( 20 ), 4924 – 4932 .
   Web of Science ®Google Scholar
• Thomas , K. R. J. ; Lin , J. T. ; Velusamy , M. ; Tao , Y. T. Color tuning in benzo[1,2,5]thiadiazole-based small molecules by amino conjugation/deconjugation: Bright red-light-emitting diodes . Adv. Funct. Mater. 2004 , 14 ( 1 ), 83 – 90 .
   Web of Science ®Google Scholar
• Gong , X. ; Ma , W. ; Ostrowski , J. C. ; Bechgaard , K. ; Bazan , G. C. ; Heeger , A. J. ; Xiao , S. ; Moses , D. End-capping as a method for improving carrier injection in electrophosphorescent light-emitting diodes . Adv. Funct. Mater. 2004 , 14 ( 4 ), 393 – 397 .
   Web of Science ®Google Scholar
• Jin , S. H. ; Kim , M. Y. ; Kim , J. Y. ; Lee , K. ; Gal , Y. S. High-efficiency poly(p-phenylenevinylene)-based copolymers containing an oxadiazole pendant group for light-emitting diodes . J. Am. Chem. Soc. 2004 , 126 ( 8 ), 2474 – 2480 .
   PubMed Web of Science ®Google Scholar
• Yu , L. S. ; Chen , S. A. Full-range tunability of elcctron and hole carrier mobilities and density ratios via incorporation of highly electron-deficient moieties in poly(phenylene vinylene) side chains . Adv. Mater. 2004 , 16 ( 8 ), 744 – 748 .
   Web of Science ®Google Scholar
• Gauthier , S. ; Frechet , J. M. J. Phase-transfer catalysis in the Ullmann synthesis of substituted triphenylamines . Synthesis 1987 , 4 , 383 – 385 .
   Google Scholar
• Maindron , T. ; Wang , Y. ; Dodelet , J. P. ; Miyatake , K. ; Hil , A. R. ; Hay , A. S. ; Tao , Y. ; D'Iorio , M. Highly electroluminescent devices made with a conveniently synthesized triazole-triphenylamine derivative . Thin Solid Films 2004 , 466 ( 1–2 ), 209 – 216 .
   Web of Science ®Google Scholar
• Goodbrand , H. B. ; Hu , N. X. Ligand-accelerated catalysis of the Ullmann condensation: Application to hole conducting triarylamines . J. Org. Chem. 1999 , 64 ( 2 ), 670 – 674 .
   Web of Science ®Google Scholar
• Hassan , J. ; Sevignon , M. ; Gozzi , C. ; Schulz , E. ; Lemaire , M. Aryl-aryl bond formation one century after the discovery of the Ullmann reaction . Chem. Rev. 2002 , 102 ( 5 ), 1359 – 1470 .
   PubMed Web of Science ®Google Scholar
• Miyaura , N. ; Yanagi , T. ; Suzuki , A. The palladium-catalyzed cross-coupling reaction of phenylboronic acid with haloarenes . Synth. Commun. 1981 , 7 , 513 – 519 .
   Web of Science ®Google Scholar
• Miyaura , N. ; Suzuki , A. Palladium-catalyzed cross-coupling reactions of organoboron compounds . Chem. Rev. 1995 , 95 ( 7 ), 2457 – 2483 .
   Web of Science ®Google Scholar
• Kotha , S. ; Lahiri , K. ; Kashinath , D. Recent applications of the Suzuki–Miyaura cross-coupling reaction in organic synthesis . Tetrahedron. 2002 , 58 ( 48 ), 9633 – 9695 .
   Web of Science ®Google Scholar
• Wolfe , J. P. ; Singer , R. A. ; Yang , B. H. ; Buchwald , S. L. Highly active palladium catalysts for Suzuki coupling reactions . J. Am. Chem. Soc. 1999 , 121 ( 41 ), 9550 – 9561 .
   Web of Science ®Google Scholar
• Kataoka , N. ; Shelby , Q. ; Stambuli , J. P. ; Hartwig , J. F. Air stable, sterically hindered ferrocenyl dialkylphosphines for palladium-catalyzed C‒C, C‒N, and C‒O bond-forming cross couplings . J. Org. Chem. 2002 , 67 ( 16 ), 5553 – 5566 .
   PubMed Web of Science ®Google Scholar
• Littke , A. F. ; Dai , C. Y. ; Fu , G. C. Versatile catalysts for the Suzuki cross coupling of arylboronic acids with aryl and vinyl halides and triflates under mild conditions . J. Am. Chem. Soc. 2000 , 122 ( 17 ), 4020 – 4028 .
   Web of Science ®Google Scholar
• Rathore , B. S. ; Kumar , R. M. Synthesis of 7-chloro-5-trifluoromethyl/7-fluoro/7-trifluoromethyl-4H-1,4-benzothiazines as antimicrobial agents . Bioorg. Med. Chem. 2006 , 14 ( 16 ), 5678 – 5682 .
   PubMed Web of Science ®Google Scholar
• Wang , J. F. ; Wang , R. Y. ; Yang , J. ; Zheng , Z. P. ; Carducci , M. D. ; Cayou , T. ; Peyghambarian , N. ; Jabbour , G. E. First oxadiazole-functionalized terbium(III), β-diketonate for organic electroluminescence. J. Am. Chem. Soc. 2001, 123(25), 6179–6180.
   PubMed Web of Science ®Google Scholar
• Robinson , M. R. ; Bazan , G. C. ; O'Regan , M. B. Synthesis, morphology, and optoelectronic properties of tris[(N-ethylcarbazolyl)(3′,5′-hexyloxybenzoyl) methane](phenanthroline)-europium . Chem. Commun. 2000 , 1645 – 1646 .
   Web of Science ®Google Scholar
• Evans , N. R. ; Devi , L. S. ; Mak , C. S. K. ; Watkins , S. E. ; Pascu , S. I. ; Kohler , A. ; Friend , R. H. ; Williams , C. K. ; Holmes , A. B. Triplet energy back transfer in conjugated polymers with pendant phosphorescent iridium complexes . J. Am. Chem. Soc. 2006 , 128 ( 20 ), 6647 – 6656 .
   PubMed Web of Science ®Google Scholar
• Zhao , Q. ; Jiang , C. Y. ; Shi , M. ; Li , F. Y. ; Yi , T. ; Cao , Y. ; Huang , C. H. Synthesis and photophysical, electrochemical, and electrophosphorescent properties of a series of iridium(III) complexes based on quinoline derivatives and different β-diketonate ligands . Organometallics 2006 , 25 ( 15 ), 3631 – 3638 .
   Web of Science ®Google Scholar
• Xin , H. , Li , F. Y. , Shi , M. ; Bian , Z. Q. ; Huang , C. H. Efficient electroluminescence from a new terbium complex . J. Am. Chem. Soc. 2003 , 125 ( 24 ), 7166 – 7167 .
   PubMed Web of Science ®Google Scholar
• Furuta , P. T. ; Deng , L. ; Garon , S. ; Thompson , M. E. ; Frechet , J. M. J. Platinum-functionalized random copolymers for use in solution-processible, efficient, near-white organic light-emitting diodes . J. Am. Chem. Soc. 2004 , 126 ( 47 ), 15388 – 15389 .
   PubMed Web of Science ®Google Scholar
• Rataboul , F. ; Zapf , A. ; Jackstell , R. ; Harkal , S. ; Riermeier , T. ; Monsses , A.; Dingerdissen U. ; Beller , M. New ligands for a general palladium-catalyzed amination of aryl and heteroaryl chlorides . Chem. Eur. J. 2004 , 10 ( 12 ), 2983 – 2990 .
   PubMed Web of Science ®Google Scholar
• Pudzich , R. ; Salbeck , J. Synthesis and characterization of new oxadiazoleamine based spiro-linked fluorescence dyes . Synth. Metals 2003 , 138 ( 1–2 ), 21 – 31 .
   Web of Science ®Google Scholar