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

Bai, Yue Feng; Bao, Long; Hu, Ping; Wang, Bi Qin; Redshaw, Carl; Zhao, Ke Qing

Abstract

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-C3 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). © 2013 Copyright Taylor and Francis Group, LLC.

Citation

Bai, Y. F., Bao, L., Hu, P., Wang, B. Q., Redshaw, C., & Zhao, K. Q. (2013). Copper-free click chemistry between azides and internal alkynes for triphenylene discotic liquid crystal trimer formation. Liquid crystals, 40(1), 97-105. https://doi.org/10.1080/02678292.2012.733034

• Journal Article Type: Article
• Acceptance Date: Sep 16, 2012
• Online Publication Date: Oct 10, 2012
• Publication Date: 2013-01
• Deposit Date: Jun 8, 2022
• Journal: Liquid Crystals
• Print ISSN: 0267-8292
• Electronic ISSN: 1366-5855
• Publisher: Taylor and Francis
• Peer Reviewed: Peer Reviewed
• Volume: 40
• Issue: 1
• Pages: 97-105
• DOI: https://doi.org/10.1080/02678292.2012.733034
• Public URL: https://hull-repository.worktribe.com/output/3622099