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Original Articles

Synthesis and characterisation of novel alkoxycyanobiphenyl-substituted rufigallols

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Pages 281-292 | Received 22 Oct 2012, Accepted 03 Nov 2012, Published online: 21 Nov 2012

References

  • Demus , D. 1998 . Handbook of liquid crystals , Edited by: Demus , D , Goodby , J , Gray , GW , Spiess , H-W and Vill , V . Weinheim : Wiley .
  • Terech , P and Weiss , RG. 1997 . Low molecular mass gelators of organic liquids and the properties of their gels . Chem Rev , 97 : 3133 – 3159 .
  • Ferriara , ESB , Hulme , AN , McNab , H and Quye , A. 2004 . The natural constituents of historical textile dyes . Chem Soc Rev , 33 : 329 – 336 .
  • Maier , ME , Bosse , F and Niestroj , AJ. 1999 . Design and synthesis of dynemicin analogs . Eur J Org Chem , 1999 : 1 – 13 .
  • Ignatushchenko , MV , Winter , RW and Riscoe , M. 2000 . Xanthones as antimalarial agents: Stage specificity . Am J Trop Med Hyg , 62 : 77 – 81 .
  • Ziegler , J , Linck , R and Wright , DW. 2001 . Heme aggregation inhibitors: Antimalarial drugs targeting an essential biomineralization process . Curr Med Chem , 8 : 171 – 189 .
  • Winter , RW , Cornell , KA , Johnson , LL , Ignatushchenko , M , Hinrichs , DJ and Riscow , MK. 1996 . Potentiation of the antimalarial agent rufigallol . Antimicrob Agents Chemother , 40 : 1408 – 1411 .
  • Hillard , EA , d'Abreu , FC , Ferreira , DCM , Jaouen , G , Goulart , MOF and Amatore , C. 2008 . Electrochemical parameters and techniques in drug development, with an emphasis on quinones and related compounds . Chem Commun , : 2612 – 2628 .
  • Robiquet , PJ. 1836 . Ueber die Gallussäure [On the topic of gallic acid] . Liebigs Ann , 19 : 204 – 210 .
  • Grimshaw , J and Haworth , RD. 1956 . Flavogallol . J Chem Soc , 56 : 4225 – 4232 .
  • Queguiner , A , Zann , A , Dubois , JC and Billard , J. 1980 . International conference on liquid crystals. Proceedings , Edited by: Chandrasekhar , S . 34 – 40 . Bangalore , London : Heyden and Son; 1980 .
  • Carfugna , C , Roviello , A and Sirigu , A. 1985 . Disk-like mesogens: Synthesis and characterization of a series of rufigallol hexa-n-alkanoates . Mol Cryst Liq Cryst , 122 : 151 – 160 .
  • Werth , M , Leisen , J , Boeffel , C , Dong , RY and Spiess , HW. 1993 . Mobility changes of side chains ascribed to density modulations along columnar structures detected by 2D NMR . J Phys II , 3 : 53 – 67 .
  • Billard , J , Luz , Z , Poupko , R and Zimmermann , H. 1994 . The mesophases of octa-alkanoyloxy-9,10-anthraquinone . Liq Cryst , 16 : 333 – 342 .
  • Raja , KS , Ramakrishnan , S and Raghunathan , VA. 1997 . Asymmetric discotic liquid crystals based on rufigallol . Chem Mater , 9 : 1630 – 1637 .
  • Prasad , V , Krishnan , K and Balagurusamy , VSK. 2000 . An example of an unsymmetrically substituted, monofunctionalized anthraquinone-based discotic liquid crystal . Liq Cryst , 27 : 1075 – 1085 .
  • Kumar , S , Naidu , J and Varshney , SK. 2004 . Combination of electron-deficient and electron-rich discotic liquid crystals in novel unsymmetrical columnar twins . Mol Cryst Liq Cryst , 411 : 355 – 362 .
  • Bisoyi , HK and Kumar , S. 2007 . Microwave-assisted synthesis of rufigallol and its novel room-temperature liquid crystalline derivatives . Tetrahedron Lett , 48 : 4399 – 4402 .
  • Kumar , S. 2008 . Rufigallol-based self-assembled supramolecular architectures . Phase Transitions , 81 : 113 – 128 .
  • Pal , SK , Kumar , S and Seth , J. 2008 . Synthesis and characterisation of novel rod–disc oligomers . Liq Cryst , 35 : 521 – 525 .
  • Gupta , SK , Raghunathan , VA and Kumar , S. 2009 . Microwave-assisted facile synthesis of discotic liquid crystalline symmetrical donor–acceptor–donor triads . New J Chem , 33 : 112 – 118 .
  • Murschell , AE and Sutherland , TD. 2010 . Anthraquinone-based discotic liquid crystals . Langmuir , 26 : 12859 – 12866 .
  • Prasad , V , Roy , A , Nagaveni , NG and Gayathri , K. 2011 . Anthraquinone-based discotic liquid crystals: New monomers and dimers . Liq Cryst , 38 : 1301 – 1314 .
  • Kumar , S. 2006 . Self-organization of disc-like molecules: Chemical aspects . Chem Soc Rev , 35 : 83 – 109 .
  • Tschierske , C. 1998 . Non-conventional liquid crystals: The importance of micro-segregation for self-organization . J Mater Chem , 8 : 1485 – 1508 .
  • Saez , IM and Goodby , JW. 2005 . Supermolecular liquid crystals . J Mater Chem , 15 : 26 – 40 .
  • Collings , PJ and Hird , M. Introduction to liquid crystals, chemistry and physics , London : Taylor and Francis; 1997 .
  • Bushby , RJ and Kawata , K. 2011 . Liquid crystals that affected the world: Discotic liquid crystals . Liq Cryst , 38 : 1415 – 1426 .
  • Bisoyi , HK and Kumar , S. 2010 . Discotic nematic liquid crystals: Science and technology . Chem Soc Rev , 39 : 264 – 285 .
  • Mori , H , Itoh , Y , Nishiura , Y , Nakamura , T and Shinagawa , Y. 1997 . Performance of a novel optical compensation film based on negative birefringence of discotic compound for wide viewing angle twisted–nematic liquid-crystal displays . Jpn J Appl Phys , 36 : 143 – 147 .
  • Nair , GG , Rao , DSS , Prasad , SK , Chandrasekhar , S and Kumar , S. 2003 . Electrooptic and viewing angle characteristics of a display device employing a discotic nematic liquid crystal . Mol Cryst Liq Cryst , 397 : 245 – 252 .
  • Kumar , S and Varshney , S. 2000 . A room-temperature discotic nematic liquid crystal Edited by: Angew , Chem . 3140 – 3142 . 39/17
  • Wang , Y , Yoon , HG , Bisoyi , HK , Kumar , S and Li , J. 2012 . Hybrid rod-like and bent-core liquid crystal dimers exhibiting biaxial smectic A and nematic phases . J Mater Chem , 22 : 20363 – 20367 .
  • Sharma , SR , Palffy-Muhoray , P , Bergersen , B and Dunmur , DA. 1985 . Stability of a biaxial phase in a binary mixture of nematic liquid crystals . Phys Rev A: At Mol Opt Phys , 32 : 3752 – 3755 .
  • Vanakaras , AG , McGrother , SJ , Jackson , G and Photonos , DJ. 1998 . Hydrogen-bonding and phase biaxiality in nematic rod-plate mixtures . Mol Cryst Liq Cryst , 323 : 199 – 209 .
  • Yu , LJ and Saupe , A. 1980 . Observation of a biaxial nematic phase in potassium laurate-1-decanol–water mixtures . Phys Rev Lett , 45 : 1000 – 1003 .
  • Pratibha , R and Madhusudana , NV. 1985 . Evidence for two coexisting nematic phases in mixtures of rod-like and disk-like nematogens . Mol Cryst Liq Cryst Lett , 1 : 111 – 116 .
  • Hashim , R , Luckhurst , GR , Prata , F and Romano , S. 1993 . Computer simulation studies of anisotropic systems. XXII: An equimolar mixture of rods and disks: A biaxial nematic? . Liq Cryst , 15 : 283 – 309 .
  • Fletcher , ID and Luckhurst , GR. 1995 . The synthesis and characterization of novel nonsymmetric dimers with rod-like and disk-like mesogenic units . Liq Cryst , 18 : 175 – 183 .
  • Date , RW and Bruce , DW. 2003 . Shape amphiphiles: Mixing rods and disks in liquid crystals . J Am Chem Soc , 125 : 9012 – 9013 .
  • Kouwer , PHJ and Mehl , GH. 2003 . Full miscibility of disk- and rod-shaped mesogens in the nematic phase . J Am Chem Soc , 125 : 11172 – 11173 .
  • Kouwer , PHJ and Mehl , GH. 2003 . Multiple levels of order in linked disc–rod liquid crystals Edited by: Angew , Chem . Vol. 42 , 6015 – 6018 .
  • Kouwer , PHJ , Pourzand , J and Mehl , GH. 2004 . Disc-shaped triphenylenes in a smectic organisation . Chem Commun , : 66 – 67 .
  • Imrie , CT , Lu , Z , Picken , SJ and Yildirim , Z. 2007 . Oligomeric rod–disc nematic liquid crystals . Chem Commun , : 1245 – 1247 .
  • Leong , KU , Jing , AJ , Monsdorf , B , Graham , MJ , Harris , FW and Cheng , SZD. 2007 . Self-assembly of chemically linked rod-disc mesogenic liquid crystals . J Phys Chem B , 111 : 767 – 777 .
  • Rahman , ML , Tschierske , C , Yusoff , M and Silong , S. 2005 . Synthesis and liquid crystalline properties of a disc-shaped molecule with azobenzene at the periphery . Tetrahedron Lett , 46 : 2303 – 2306 .
  • Shimizu , Y , Kurobe , A , Monobe , H , Terasawa , N , Klyohar , K and Uchida , K. 2003 . Calamitic and discotic mesophases formed by kinetically controlled rod–disc alternation of molecular shape in a triphenylene–azobenzene mesogenic system . Chem Commun , : 1676 – 1677 .
  • Bisoyi , HK , Raghunathan , VA and Kumar , S. 2009 . A nanophase segregated mesophase morphology in self-organized novel disc–rod oligomesogens . Chem Commun , : 7003 – 7005 .
  • Setia , S , Sidiq , S and Pal , SK. 2012 . Microwave-assisted synthesis of novel oligomeric rod–disc hybrids . Tetrahedron Lett , 53 : 6446 – 6450 .
  • Kouwer , PHJ , Jagar , WF , Mijs , WJ and Picken , SJ. 2002 . Charge transfer complexes of discotic liquid crystals: A flexible route to a wide variety of mesophases . Macromolecules , 35 : 4322 – 4329 .
  • Kouwer , PHJ , Jagar , WF , Mijs , WJ and Picken , SJ. 2001 . The nematic lateral phase: A novel phase in discotic supramolecular assemblies . Macromolecules , 34 : 7582 – 7584 .
  • Imrie , CT , Inkster , RT , Lu , Z and Ingram , MD. 2004 . Discotic side group liquid crystal polymer electrolytes . Mol Cryst Liq Cryst , 408 : 33 – 43 .
  • Mehl , GH and Goodby , JW. 1999 . Substituted siloxysilanes and the structure of oligomeric liquid crystals . Chem Commun , : 13 – 14 .
  • Chuard , T , Deschenaux , R , Hirsch , A and Schonberger , H. 1999 . A liquid-crystalline hexa-adduct of [60]fullerene . Chem Commun , : 2103 – 2104 .
  • Imrie , CT , Henderson , PA and Yeap , G-Y. 2009 . Liquid crystal oligomers: Going beyond dimers . Liq Cryst , 36 : 755 – 777 .
  • Kouwer , PHJ and Mehl , GH. 2009 . Hierarchical organisation in shape-amphiphilic liquid crystals . J Mater Chem , 19 : 1564 – 1575 .
  • Kouwer , PHJ , Welch , CJ , McRobbie , G , Dodds , BJ , Priest , L and Mehl , GH. 2004 . Mixtures of disc-shaped and rod-shaped mesogens with chiral components . J Mater Chem , 14 : 1798 – 1803 .

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