Synthesis of conjugated (1E,3E)- and (1Z,3Z)-1,4-di(n-pyridyl) (or n-quinolyl)-1,3-butadienes from n-(2′-chloroethenyl)pyridine (or quinoline)

Battlement-shaped 1D coordination polymer based on a bis(N-methylimidazole-2-yl)butadiyne ligand

“…The ligand 1,4-bis(N-methylimidazole-2-yl)butadiyne (bmib) (7) shows fluorescent properties in solution and intermolecular π-stacking in the crystal structure. Bmib (7) possesses remarkable coordination properties, as is indicated by the formation of a coordination polymer [Zn 5 (OAc) 10 (bmib) 2 ] n (8). The X-ray diffraction revealed an interesting battlement-type structure with alternating trinuclear and dinuclear paddle-wheel zinc acetate units clamped together by bmib (7).…”

“…The first approach to get hands on the bmib ligand started with 1-methylimidazole-2-carbaldehyde (2) that is accessible from 1-methylimidazole (1) (Scheme 1). 8 A Wittig reaction of 2 and chloromethylene-(triphenyl)phosphine resulted in 2-(2′-chlorovinyl)-N-methylimidazole that was obtained as a 2 : 1 mixture of E/Z isomers 3a/b. Treating 2-(2′-chlorovinyl)-N-methylimidazole (3a/b) with potassium tert-butoxide yielded the 2-ethynyl-N-methylimidazole (6) suitable for a Glaser coupling.…”

Synthesis of Symmetrical (E,E)-1,4-Diaryl-1,3-butadienes by One-Pot Method

“…(d,J＝3.8 Hz),131.6,128.8,127.4 (d,J＝7.6 Hz),115.6 (d,J＝21.4 Hz), 115.6. 反,反-1,4-二间氯苯基-1,3-丁二烯(4h) [19] : 黄色固 体, 收率 61%, m.p. 115～117 ℃ (lit.…”

“…[19] no report); 1 H NMR (500 MHz, CDCl 3 ) δ: 8.59 (d, J＝4.5 Hz, 2H), 7.67～7.64 (m, 2H), 7.50～7.47 (m, 2H), 7.35 (d, J＝8.0 Hz, 2H), 7.16～7.14 (m, 2H), 6.86～6.84 (m, 2H); 13 C NMR (126 MHz, CDCl 3 ) δ: 155. 3, 149.7, 136.6, 134.2, 132.5, 122.4, 122.3. 反,反-1,4-二(3-吡啶基)-1,3-丁二烯(4k) [19] : 黄色固 体, 收率 32%, m.p. 124～126 ℃ (lit.…”

“…124～126 ℃ (lit. [19] no report); 1 H NMR (500 MHz, CDCl 3 ) δ: 8.67 (d, J＝2.0 Hz, 2H), 8.50～8.48 (m, 3H), 7.80～7.77 (m, 2H), 7.31～7.28 (m, 2H), 7.04～7.01 (m, 2H), 6.73～6.69 (m, 2H); 13 C NMR (126 MHz, CDCl 3 ) δ: 148. 7, 148.5, 132.8, 130.6, 130.2, 123.7.…”