Discogens Possessing Aryl Side Groups Synthesized by Suzuki Coupling of Triphenylene Triflates and Their Self-Organization Behavior
Discogens Possessing Aryl Side Groups Synthesized by Suzuki Coupling of Triphenylene Triflates and Their Self-Organization Behavior
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苯并菲三氟甲磺酸酯的 Suzuki 偶联合成的具有芳基侧基的 Discogens 及其自组织行为
DOI：
10.1002/ejoc.201600270
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发表时间：
2016-06
影响因子：
2.8
通讯作者：
Donnio, Bertr
中科院分区：
文献类型：
--
作者：
Hu, Ping;Wang, Bi-Qin;Heinrich, Benoit;Donnio, Bertr
钯催化的芳基硼酸与溴代芳烃的Suzuki偶联反应在液晶材料的合成中有着广泛的应用。然而，尽管芳基三氟甲磺酸酯衍生物具有高的化学耐受性、反应性和化学可及性，但其使用较少。在这篇报道中，三个系列的discogens已经以良好的产率从适当的苯并菲三氟甲磺酸酯前体通过Suzuki偶联反应与各种商业芳基硼酸（例如，芳基=亚苯基、噻吩、萘、三芳基胺、咔唑和芴）。所合成的盘晶具有较宽的中间相范围和较高的热稳定性。此外，带有三芳基胺、咔唑和芴侧基的那些也是蓝光发射体。三氟甲磺酸酯前体的可用性加上它们与商业芳基硼酸的高效交叉偶联使得这种策略对于新功能材料的设计非常通用和有吸引力。
Pd-catalyzed Suzuki cross-coupling reactions between arylboronic acids and bromoarenes have been applied widely in the synthesis of liquid-crystalline materials. However, aryl triflate derivatives have been less used despite their high chemical tolerance, reactivity, and chemical accessibility. In this report, three series of discogens have been synthesized in good yields from appropriate triphenylene triflate precursors by Suzuki coupling reactions with various commercial arylboronic acids (e.g., aryl = phenylene, thiophene, naphthalene, triarylamine, carbazole, and fluorene). The synthesized discogens display broad mesophase ranges and high thermal stabilities. Moreover, those bearing triarylamine, carbazole, and fluorene side groups are also blue-light emitters. The availability of the triflate precursors coupled with their highly efficient cross-coupling with commercial arylboronic acids make this strategy extremely versatile and attractive for the design of new functional materials.
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影响因子：
4.9
作者：
K. Zhao;Chao Chen;H. Monobe;P. Hu;Bin-Qin Wang;Y. Shimizu
通讯作者：
K. Zhao;Chao Chen;H. Monobe;P. Hu;Bin-Qin Wang;Y. Shimizu
影响因子：
6.6
作者：
Kawata, K
通讯作者：
Kawata, K
影响因子：
--
作者：
K. Zhao;Ling-Ling An-Ling;Xiao-Bo Zhang;Wenhao Yu;P. Hu;Bi-qin Wang;Jing Xu;Q. Zeng;H. Monobe;Y. Shimizu;B. Heinrich;B. Donnio
通讯作者：
K. Zhao;Ling-Ling An-Ling;Xiao-Bo Zhang;Wenhao Yu;P. Hu;Bi-qin Wang;Jing Xu;Q. Zeng;H. Monobe;Y. Shimizu;B. Heinrich;B. Donnio
影响因子：
2.2
作者：
N. Boden;R. C. Borner;R. Bushby;A. Cammidge;M. Jesudason
通讯作者：
N. Boden;R. C. Borner;R. Bushby;A. Cammidge;M. Jesudason
影响因子：
8.6
作者：
ADAM, D;CLOSS, F;SIEMENSMEYER, K
通讯作者：
SIEMENSMEYER, K