Hybrid liquid crystals tetrazolyl and isoxazolyl cinnamates

References

• Heilmeier GH, Zanoni LA, Barton LA. Dynamic scattering - a new electro-optic effect. Proc IEEE. 1968;56:1162–1171.
   Web of Science ®Google Scholar
• Gray GW, Harrison KJ, Nash JA. New family of nematic liquid crystals for displays. Electron Lett. 1973;9:130–131.
   Web of Science ®Google Scholar
• Geelhaar T, Griesar K, Reckmann B. 125 years of liquid crystals - a scientific revolution in the home. Angew Chem Int Ed. 2013;52:2–14.
   Web of Science ®Google Scholar
• Nakata M, Zanchetta G, Chapman BD, et al. End-to-end stacking and liquid crystal condensation of 6 to 20 base pair DNA duplexes. Science. 2007;318:1276–1279.
   PubMed Web of Science ®Google Scholar
• Talevi A. Multi-target pharmacology: possibilities and limitations of the “skeleton key approach” from a medicinal chemist perspective. Front Pharmacol. 2015;6:1.
   PubMed Web of Science ®Google Scholar
• Pérez-Cruz F, Vazquez-Rodriguez S, Maria Joa M, et al. Synthesis and electrochemical and biological studies of novel coumarin-chalcone hybrid compounds. J Med Chem. 2013;56:6136–6145.
   PubMed Web of Science ®Google Scholar
• Shen W, Mao J, Sun J, et al. Synthesis and biological evaluation of resveratrol–coumarin hybrid compounds as potential antitumor agents. Med Chem Res. 2013;22:1630–1640.
   Web of Science ®Google Scholar
• Gray GW, Jones B. Mesomorphism and chemical constitution. Part I. The n-alkoxynaphthoic acids. J Chem Soc. 1954;683–686.doi:10.1039/JR9540000683.
   Web of Science ®Google Scholar
• Gray GW, Jones B. Mesomorphism and chemical constitution. Part II. The trans-p-n-alkoxycinnamic acids. J Chem Soc. 1954;1467–1470.doi:10.1039/JR9540001467.
   Web of Science ®Google Scholar
• Bennett GM, Jones B. Mesomorphism and polymorphism of some p-alkoxybenzoic and p-alkoxycinnamic acids. J Chem Soc. 1954;420–425.doi:10.1039/JR9390000420.
   Web of Science ®Google Scholar
• Chakraborty A, Das MK, Das B, et al. Optical, dielectric and visco-elastic properties of a few hockey stick-shaped liquid crystals with a lateral methyl group. J Mater Chem C. 2013;1:7418–7429.
   Web of Science ®Google Scholar
• Chakraborty A, Das B, Das MK, et al. New hockey stick compounds with a lateral methyl group showing nematic, synclinic and anticlinic smectic C phases. Liq Cryst. 2011;38:1085–1097.
   Web of Science ®Google Scholar
• Hariprasad S, Srinivasa HT. Symmetric 3,5-pyrazole and isoxazole heterocycles comprising a bent core unit: synthesis and mesomorphic characterisation. Liq Cryst. 2015;42:1612–1620.
   Web of Science ®Google Scholar
• Balamurugan S, Yeap G-Y, Mahmood WAK. Calamitic liquid crystals of 1,2,3-triazole connected to azobenzene: synthesis, characterisation and anisotropic properties. Liq Cryst. 2014;41:776–783.
   Web of Science ®Google Scholar
• Krówczyński A, Zep A, Kuć K, et al. Liquid crystalline analogues of curcumin. Liq Cryst. 2014;41:685–693.
   Web of Science ®Google Scholar
• Meyer E, Zucco C, Gallardo H. Metallomesogens: synthesis and properties. J Mater Chem. 1998;8:1351–1354.
   Web of Science ®Google Scholar
• Vilela GD, da Rosa RR, Schneider PH, et al. Expeditious preparation of isoxazoles from Δ2-isoxazolines as advanced intermediates for functional materials. Tetrahedron Lett. 2011;52:6569–6572.
   Web of Science ®Google Scholar
• Gallardo H, Zucco C, Da Silva L. Synthesis and characterization of a new series of liquid crystal compounds derived from isoxazoles. Mol Cryst Liq Cryst. 2002;373:181–190.
   Web of Science ®Google Scholar
• Li Y-L, Lee G-H, Lai CK. Mesogenic bis-heterocycles incorporating both pyrazole and isoxazole. Tetrahedron. 2015;71:5296–5307.
   Web of Science ®Google Scholar
• Galenko AV, Khlebnikov AF, Novikov MS, et al. Recent advances in isoxazole chemistry. Russ Chem Rev. 2015;84:335–377.
   Web of Science ®Google Scholar
• Gucma M, Golebiewski WM. 1,3-Dipolar cycloaddition reaction of nitrile oxides revisited-unusual side products characterized by 2D NMR. J Heter Chem. 2014;51:572–578.
   Web of Science ®Google Scholar
• Tavares A, Ritter OMS, Vasconcelos UB, et al. Synthesis of liquid-crystalline 3,5-diarylisoxazolines. Liq Cryst. 2010;37:159–169.
   Web of Science ®Google Scholar
• Ritter OMS, Giacomelli FC, Passo JA. Synthesis of 3,5-disubstituted isoxazolines as a template for liquid-crystalline polymers. Pol Bull. 2006;56:549–561.
   Web of Science ®Google Scholar
• Tariq M, Hameed S, Bechtold IH, et al. Synthesis and characterization of some novel tetrazole liquid crystals. J Mater Chem C. 2013;1:5583–5593.
   Web of Science ®Google Scholar
• Vasconcelos UB, Merlo AA. Synthesis and mesomorphic behavior of new N-heterotolane liquid crystals containing a naphthyl-pyridyl framework. Synthesis. 2006;1141–1147. doi:10.1055/s-2006-926384.
   Web of Science ®Google Scholar
• Chen R, Jiang Y, Li J, et al. Dielectric and optical anisotropy enhanced by 1,3-dioxolane terminal substitution on tolane-liquid crystals. J Mater Chem C. 2015;3:8706–8711.
   Web of Science ®Google Scholar
• Knoevenagel E. Condensation von Malonsäurem it aromatischen Aldehyd endurch Ammoniak und Amine. Ber Dtsch Chem Ges. 1898;31:2596–2619.
   Google Scholar
• Augustine JK, Naik YA, Mandal AB, et al. gem-Dibromomethylarenes: a convenient substitute for]noncommercial aldehydes in the Knoevenagel-Doebner reaction for the synthesis of α,β-unsaturated carboxylic acids. J Org Chem. 2007;72:9854–9856.
   PubMed Web of Science ®Google Scholar
• Hansen EC, Levent M, Connolly TJ. Safe and scaleable oxidation of benzaldoximes to benzohydroximinoyl chlorides. Org Process Res Dev. 2010;14:574–578.
   Web of Science ®Google Scholar
• Liu K-C, Shelton BR, Howe RK. A particularly convenient preparation of benzohydroximinoyl chlorides (nitrile oxide precursors). J Org Chem. 1980;45:3916–3918.
   Web of Science ®Google Scholar
• McOmie JFW. Protective groups in organic chemistry. London: Plenum Press; 1973.
   Google Scholar
• Gallardo H, Magnago RF, Bortoluzzi AJ. Synthesis, characterization and mesomorphic properties of Ag(I) and Pd(II) complexes containing the pyridyl and tetrazoyl rings: crystal structure of [C30H46N10AgClO4]. Liq Cryst. 2001;28:1343–1352.
   Web of Science ®Google Scholar
• Vasconcelos UB, Schrader A, Guilherme DV, et al. Buchwald protocol applied to the synthesis of N-heterotolan liquid crystals. Tetrahedron. 2008;64:4619–4626.
   Web of Science ®Google Scholar
• Kuo H-M, Tsai S-L, Lee G-H, et al. Heterocyclic 3,5-disubstituted phenylpyrazoles and isoxazoles: synthesis and mesomorphic behavior. Tetrahedron. 2013;69:618–626.
   Web of Science ®Google Scholar
• da Rosa RR Núcleo Isoxazol na síntese e caracterização de Cristais Líquidos Curvos [ MSc Dissertation]. Porto Alegre, Brasil, Instituto de Química, UFRGS; 2013.
   Google Scholar
• Imrie CT, Taylor L. The preparation and properties of low molar mass liquid crystals possessing lateral alkyl chains. Liq Cryst. 1989;6:1–10.
   Web of Science ®Google Scholar
• Chan T-N, Lu Z, Yam W-S, et al. Non-symmetric liquid crystal dimers containing an isoflavone moiety. Liq Cryst. 2012;39:393–402.
   Web of Science ®Google Scholar
• Lee H-C, Lu Z, Henderson PA, et al. Cholesteryl-based liquid crystal dimers containing a sulfur-sulfur link in the flexible spacer. Liq Cryst. 2012;39:259–268.
   Web of Science ®Google Scholar
• Donaldson T, Henderson PA, Achard MF, et al. Non-symmetric chiral liquid crystal trimers. Liq Cryst. 2011;38:1331–1339.
   Web of Science ®Google Scholar
• Imrie CT. Laterally substituted dimeric liquid crystals. Liq Cryst. 1989;6:391–396.
   Web of Science ®Google Scholar
• King AO, Negishi E., Villani Jr. FJ, et al. A general synthesis of terminal and internal arylalkynes by the palladium-catalyzed reaction of alkynylzinc reagents with aryl halides. J Org Chem. 1978;43:358–360.
   Web of Science ®Google Scholar
• da Rosa RR, Brose IS, Vilela GD, et al. 3,5-diarylisoxazoles: A new entry to soft crystal phase. Mol Cryst Liq Cryst. 2015;612:158–168.
   Web of Science ®Google Scholar