Click procedure of phthalocyanine star-shaped mesogens – the effect of size and spacer length

References

• Gao J, Wang H, Yuan Q, et al. Structure and function of the photosystem supercomplexes. Front Plant Sci. 2018;9:357.
   PubMed Web of Science ®Google Scholar
• Tschierske C. Microsegregation in liquid crystalline systems: basic concepts. In: Goodby JW, Collings PJ, Kato T, et al., editors. Handbook of liquid crystals. 2nd ed. Vol. 5. Weinheim: Wiley-VCH, 2014. Chapter 4; p. 175–241.
   Google Scholar
• Tschierske C. Development of structural complexity by liquid-crystal self-assembly. Angew Chem Int Ed. 2013;52: 8828–8878; Angew. Chem. 2013; 125: 8992 – 9047.
   PubMed Web of Science ®Google Scholar
• Nürnberger C, Lu H, Zeng X, et al. Soft self-assembled sub-5 nm scale chessboard and snub-square tilings with oligo(para- phenyleneethynylene) rods. Chem Commun. 2019;55:4154–4157.
   PubMed Web of Science ®Google Scholar
• Lehmann M, Dechant M, Lambov M, et al. Free space in liquid crystals - molecular design, generation, and usage. Acc Chem Res. 2019;52:1653–1664.
   PubMed Web of Science ®Google Scholar
• Arikainen EO, Boden N, Bushby RJ, et al. Complimentary polytopic interactions. Angew Chem Int Ed. 2000;39: 2333–2336; Angew. Chem. 2000; 112: 2423 – 2426.
   PubMed Web of Science ®Google Scholar
• Boden N, Richard J, Bushby RJ, et al. CPI: a recipe for improving applicable properties of discotic Liquid Crystals. J Am Chem Soc. 2001;123:7915–7916.
   PubMed Web of Science ®Google Scholar
• Sawamura M, Kawai K, Matsuo Y, et al. Stacking of conical molecules with a fullerene apex into polar columns in crystals and liquid crystals. Nature. 2002;419:702–705.
   PubMed Web of Science ®Google Scholar
• Zhong YW, Matsuo Y, Nakamura E. Lamellar assembly of conical molecules possessing a fullerene apex in crystals and liquid crystals. J Am Chem Soc. 2007;129:3052–3053.
   PubMed Web of Science ®Google Scholar
• Guilleme J, Aragó J, Ortí E, et al. A columnar liquid crystal with permanent polar order. J Mater Chem C. 2015;3:985–989.
   Web of Science ®Google Scholar
• Vollmeyer J, Baumeister U, Höger S. The influence of intraannular templates on the liquid crystallinity of shape-persistent macrocycles. Beilstein J Org Chem. 2014;10:910−920.
   PubMed Web of Science ®Google Scholar
• Mindyuk OY, Stetzer MR, Heiney PA, et al. High resolution X-ray diffraction study of a tubular liquid crystal. Adv Mater. 1998;10:1363−1366.
   Web of Science ®Google Scholar
• Nierengarten I, Guerra S, Ben Aziza H, et al. Piling up pillar[5]arenes to self-assemble nanotubes. Chem Eur J. 2016;22:6185−6189.
   PubMed Web of Science ®Google Scholar
• Wöhrle T, Beardsworth SJ, Schilling C, et al. Columnar propeller-like 1,3,5-triphenylbenzenes: the missing link of shape-persistent hekates. Soft Matter. 2016;12:3730−3736.
   PubMed Web of Science ®Google Scholar
• Lehmann M, Maier P. Shape-persistent, sterically crowded star mesogens: from exceptional columnar dimer stacks to supermesogens. Angew Chem Int Ed. 2015;54: 9710–9714; Angew. Chem. 2015; 127: 9846 – 9850.
   PubMed Web of Science ®Google Scholar
• Lehmann M, Hügel M. A perfect match: fullerene guests in star-shaped oligophenylenevinylene mesogens. Angew Chem Int Ed. 2015;54: 4110–4114; Angew. Chem. 2015; 127: 4183 – 4187.
   PubMed Web of Science ®Google Scholar
• Maier P, Grüne M, Lehmann M. A star-shaped oligo(phenylenevinylene) liquid crystal host with an anthracene guest - a double nanosegregating supermesogen. Chem Eur J. 2017;23:1018−1022.
   PubMed Web of Science ®Google Scholar
• Hügel M, Dechant M, Scheuring N, et al. Fullerene-filled stilbene stars: the balance between isolated C60 helices and 3D networks in liquid-crystal self-assemblies. Chem Eur J. 2019;25:3352–3361.
   PubMed Web of Science ®Google Scholar
• Lehmann M. Star-shaped mesogens. In: Goodby JW, Collings PJ, Kato T, et al., editors. Handbook of liquid crystals. 2nd ed. Vol. 5. Weinheim: Wiley-VCH, 2014. Chapter 5; p. 243–315.
   Google Scholar
• Roth S, Lehmann M. Mesogenic origami – four-armed, star-shaped mesogens as precursors for functional liquid crystal materials. Liq Cryst. 2017;44:1830–1841.
   Web of Science ®Google Scholar
• Weber CHM, Liu F, Zeng X-B, et al. Body-centered cubic phase in 3-arm star mesogens: a torsional tapping AFM and GISAXS study. Soft Matter. 2010;6:5390–5396.
   Web of Science ®Google Scholar
• Lehmann M, Dechant M, Holzapfel M, et al. Fullerene-filled liquid-crystal stars: a supramolecular click mechanism for the generation of tailored donor–acceptor assemblies. Angew Chem Int Ed. 2019;58:3610–3615.
   PubMed Web of Science ®Google Scholar
• Lehmann M, Dechant M, Gerbig L, et al. Supramolecular click procedures in liquid crystals. Liq Cryst. 2019;46(13–14):1985–1994.
   Web of Science ®Google Scholar
• Wöhrle T, Wurzbach I, Kirres J, et al. Discotic liquid crystals. Chem Rev. 2016;116:1139–1241.
   PubMed Web of Science ®Google Scholar
• Scherrer P. Bestimmung der Größe und der inneren Struktur von Kolloidteilchen mittels Röntgenstrahlen. Nachr Ges Wiss Göttingen Math Phys Kl. 1918;2:98–100.
   Google Scholar
• May F, Marcon V, Hansen MR, et al. Relationship between supramolecular assembly and charge-carrier mobility in perylenediimide derivatives: the impact of side chains. J Mater Chem. 2011;21:9538–9545.
   Web of Science ®Google Scholar
• Li M, Chen Q. Interactions between fullerene(C60) and poly(ethylene-oxide) in their complexes as revealed by high-resolution solid-state 13C NMR spectroscopy. Polymer. 2003;44:2793–2798.
   Web of Science ®Google Scholar
• Hayashi H, Nihashi W, Umeyama T, et al. Segregated donor-acceptor columns in liquid crystals that exhibit highly efficient ambipolar charge transport. J Am Chem Soc. 2011;133:10736–10739.
   PubMed Web of Science ®Google Scholar
• Watarai A, Ohta K, Yasutake M. Discotic liquid crystals of transition metal complexes 52: synthesis and homeotropic alignment of liquid crystalline phthalocyanine-fullerene dyad bridged by vanillin. J Porphyrins Phthalocyanines. 2016;20:1444–1456.
   Web of Science ®Google Scholar