200 110 alkyl halodhkl ( 23.78 18.80 four.70 three.57 22.97 4.87 3.75 19.70 4.87 three.lattice parameters ( a = 47.56 (Colro) b = 20.5b (25 ) 5c (25 )100 alkyl halo

200 110 alkyl halodhkl ( 23.78 18.80 4.70 3.57 22.97 four.87 3.75 19.70 four.87 three.lattice parameters ( a = 47.56 (Colro) b = 20.5b (25 ) 5c (25 )one hundred alkyl halo 001 100 alkyl halo26.52 (Colho)22.75 (Colho)Additional considering the connection involving the molecular structures in the trimers plus the mesomorphism, we noted initial the mesophase disappearance of 5a, which was synthesized by trimerization of liquid crystalline 3a. Nevertheless, trimer four has displayed a stable Colro mesophase whilst 5a did not. Each four and 5a possess the same length spacer, the ester-linker of 4 has a stronger polarity than the ether-linker of 5a. The isotropic point of 4 (111 ) is larger than that of 5a (25 ). More importantly, four is usually a space temperature liquid crystal and 5a has not shown a mesophase. Compared with 5a, each 5b and 5c have shorter spacers and have displayed a steady Colho mesophase over a wide temperature range. Our study has demonstrated that for the star-shaped DLC trimers, each the length of spacer along with the connecting linker group to the discotic units play a critical role in the formation and stabilization from the discotic columnar mesophase.ConclusionThe synthesis and mesomorphism of two new mono-functionalized triphenylene discotic monomers and four discotic trimers is reported. The trimers have been successfully synthesized for the very first time by using a Co two (CO) eight -catalyzed terminal alkyne [2 + two + 2] cycloaddition reaction in moderate yields. 3 of the 4 1,2,4-trisubstituted benzene-cored discotic trimers have shown stable Colho and Colro mesophases and wide mesophaseBeilstein J. Org. Chem. 2013, 9, 2852861.(626 mg, 0.76 mmol, 76 ). 1H NMR (CDCl3, TMS, 400 M) 7.84 (s, 6H, ArH), four.23 (t, J = 6.4 Hz, 12H, CH2), 2.21.17 (m, 2H, CH2) 1.99.92 (m, 13H, CH2, CCH), 1.60.50 (m, 14H, CH 2 ), 1.49.36 (m, 18H, CH 2 ), 0.99.96 (m, 15H, CH three ); 13 C NMR (CDCl three , one hundred MHz) 148.9, 123.6, 107.2, 84.7, 69.six, 68.1, 29.5, 29.1, 28.eight, 28.5, 28.four, 26.two, 22.6, 18.4, 14.2; anal. calcd for C54H80O6: C, 78.60; H, 9.77; located: C, 78.36; H, 9.68. Monomer 3b, C18H6(OC5H11)five(OC3H6-CCH): Monomer 3b was synthesized inside a related approach to literature [57]. A mixture of 5-chloro-1-pentyne (230 mg, 2.25 mmol), K 2 CO 3 (621 mg, 4.50 mmol), and 2-hydroxy-3,6,7,ten,11pentakis(pentyloxy)triphenylene (1, 1011 mg, 1.5 mmol) in DMF (20 mL) was stirred at 80 for 24 h beneath N2. The crude product was purified through column chromatography and a white strong was obtained (959 mg, 1.Levomepromazine three mmol, 86 ).Telmisartan 1H NMR (CDCl3, TMS, 400 MHz) 7.PMID:23667820 87.84 (m, 6H, ArH), four.34 (t, J = 6.0 Hz, 2H, CH2), four.23 (t, J = six.four Hz, 10H, CH2), two.54 (td, J = 7.2 Hz, J = 2.eight Hz, 2H, CH2), two.18.14 (m, 2H, CH2), 2.00 (t, J = two.8 Hz, 1H, CCH), 1.99.92 (m, 10H, CH2), 1.60.50 (m, 10H, CH2), 1.49.41 (m, 10H, CH2), 0.98 (t, J = 7.2 Hz, 15H, CH three ); 13 C NMR (CDCl three , one hundred MHz), 149.0, 148.9, 148.six, 123.eight, 123.six, 123.five, 107.six, 107.2, 107.1, 83.7, 69.6, 68.9, 68.0, 29.1, 28.4, 22.6, 15.3, 14.1; anal. calcd for C48H68O6: C, 77.80; H, 9.25; found: C, 77.70; H, 9.33. Monomer 3c, C18H6(OC5H11)five(OCH2-CCH): A mixture of propargyl bromide (268 mg, 2.25 mmol), K two CO 3 (621 mg, 4.5 mmol), and 2-hydroxy-3,6,7,ten,11-pentakis(pentyloxy)triphenylene (1, 1011 mg, 1.five mmol) in DMF (20 mL) was stirred at 80 for 24 h under N2. The crude product was purified with column chromatography and a white strong was collected (1013 mg, 1.42 mmol, 95 ). 1H NMR (CDCl3, TMS, 400 MHz) eight.08 (s, 1 H, ArH), 7.85 (s, 1H, ArH), 7.83 (s, 4H, ArH), 4.97 (d, J = 1.2 Hz, 2.