A Saddle-shaped Macrocycle Comprising 2,5-Diphenylthiophene Units

被引：3

作者：

Iwanaga, Tetsuo ^{[1
]}

Yamada, Yuki ^{[1
]}

Yamauchi, Tomokazu ^{[2
]}

Misaki, Yohji ^{[2
]}

Inoue, Masataka ^{[1
]}

Yamada, Haruo ^{[1
]}

机构：

[1] Okayama Univ Sci, Fac Sci, Dept Chem, Kita Ku, 1-1 Ridaicho, Okayama 7000005, Japan

[2] Ehime Univ, Grad Sch Engn, Dept Appl Chem, 3 Bunkyo Cho, Matsuyama, Ehime 7908577, Japan

来源：

CHEMISTRY LETTERS | 2018年 / 47卷 / 06期

关键词：

Saddle-shaped macrocycle; Diphenylthiophene; Ni-mediated coupling; FUNCTIONAL OLIGOTHIOPHENES; FURANS; THIOPHENES; DESIGN;

D O I：

10.1246/cl.180187

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

2,5-Diphenylthiophene-based macrocycles were synthesized by Ni-mediated coupling of the corresponding building units. X-ray analysis revealed that the cyclic trimer had a saddle-shaped structure due to the steric demands of the biphenyl and thiophene-phenylene units, whereas DFT calculation showed that the cyclic dimer had a rigid and almost coplanar structure regardless of the steric hindrance between the benzene rings of the biphenyl units. Moreover, the packing diagram of the cyclic trimer showed alternating stacked layers of macrocycles and solvent molecules.

引用

页码：760 / 762

页数：3

共 31 条

[1] [Anonymous], 2008, MOL DEVICES MACHINES, DOI DOI 10.1002/9783527621682
[2] Recent Advances in Conjugated Furans
Cao, Hongda
Rupar, Paul A.
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (59) : 14670 - 14675
[3] Frisch M. J., GAUSSIAN 09 REVISION
[4] Gleiter R., 2004, MODERN CYCLOPHANE CH, DOI [10.1002/3527603964, DOI 10.1002/3527603964]
[5] Straightforward Synthesis, Electrochemical Properties, and Gel Formation of Thiacalix[n]thiophenes
Hasegawa, Masashi
Honda, Yoshiki
Inoue, Ryota
Mazaki, Yasuhiro
[J]. CHEMISTRY-AN ASIAN JOURNAL, 2016, 11 (05) : 674 - 677
[6] Hecht S., 2007, FOLAMERS, DOI [10.1002/9783527611478, DOI 10.1002/9783527611478]
[7] Conjugated Macrocycles: Concepts and Applications
Iyoda, Masahiko
Yamakawa, Jun
Rahman, M. Jalilur
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (45) : 10522 - 10553
[8] Iyoda M, 2009, TOP HETEROCYCL CHEM, V18, P103, DOI 10.1007/7081_2008_16
[9] Joule JohnA., 2015, THIOPHENES, V39, P1, DOI [DOI 10.1007/7081_2014_130, 10.1007/7081_2014_130]
[10] Cyclic Hybrids of Alternately Linked 2,5-Pyrrolylenes and 3,4-Thienylenes
Kise, Koki
Chen, Fengkun
Kato, Kenichi
Tanaka, Takayuki
Osuka, Atsuhiro
[J]. CHEMISTRY LETTERS, 2017, 46 (09) : 1319 - 1322

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