Copper-free click chemistry between azides and internal alkynes for triphenylene discotic liquid crystal trimer formation

Copper-free click chemistry between azides and internal alkynes for triphenylene discotic liquid crystal trimer formation
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叠氮化物和内炔之间的无铜点击化学用于苯并菲盘状液晶三聚体的形成

DOI:
10.1080/02678292.2012.733034
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发表时间:
2013-01-01
期刊:
影响因子:
2.2
通讯作者:
Zhao, Ke-Qing
Zhao, Ke-Qing
中科院分区:
化学3区
文献类型:
--
作者:
Bai, Yue-Feng;Bao, Long;Zhao, Ke-Qing

文献摘要

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点击化学一直吸引着人们的关注,并广泛应用于各种合成领域。然而,在不存在铜催化剂的情况下进行这种类型的反应是一个挑战。在本报告中,我们克服了这个问题,并合成了两个非C3对称的苯并菲双嵌段液晶三聚体的无铜点击反应涉及的线性内炔和叠氮化物。这两种产物在室温下都是液晶;一种三聚体在冷却时表现出有序的六方柱状中间相(Colho)和塑性的六方柱状中间相(Colhp),在加热时仅表现出塑性的六方柱状,而另一种则表现出有序的矩形柱状中间相(Colro)。
Click chemistry continues to attract much attention and is widely used in a variety of synthetic areas. However, it is a challenge to do this type of reaction in the absence of a copper catalyst. In this report, we overcome this problem and synthesise two non-C 3 symmetric triphenylene discotic liquid crystal trimers by a copper-free click reaction involving a linear internal alkyne and an azide. Both products are liquid crystals at room temperature; one trimer exhibits an ordered hexagonal columnar mesophase (Colho) and a plastic hexagonal columnar mesophase (Colhp) on cooling, and just a plastic hexagonal columnar on heating, whilst the other displays an ordered rectangular columnar mesophase (Colro).