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Issue 15, 2018
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One-pot, highly efficient, cavity controllable synthesis and binding properties of carbazole-based macrocycles with sulfonamide linkages

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Abstract

A new type of carbazole-based macrocycle with different dimensions (up to eight carbazole units) was synthesized via formation of sulfonamide linkages. A high cyclization efficiency was achieved under normal synthetic conditions. By introduction of different periphery tails on the carbazole precursors, the product distribution could be substantially adjusted. Moreover, products with specific dimensions could be selectively obtained through a fragment coupling strategy. All the macrocycles showed strong complexation towards the 2,5-dimethoxyterephthalate guest with a 1 : 1 stoichiometry. The binding constants were determined to be of the order of magnitude of 104via UV-vis and FL titrations.

Graphical abstract: One-pot, highly efficient, cavity controllable synthesis and binding properties of carbazole-based macrocycles with sulfonamide linkages

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Publication details

The article was received on 31 May 2018, accepted on 19 Jun 2018 and first published on 19 Jun 2018


Article type: Research Article
DOI: 10.1039/C8QO00538A
Citation: Org. Chem. Front., 2018,5, 2345-2348
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    One-pot, highly efficient, cavity controllable synthesis and binding properties of carbazole-based macrocycles with sulfonamide linkages

    D. Zhu, W. Ding, D. Wang, M. Xue and Y. Yang, Org. Chem. Front., 2018, 5, 2345
    DOI: 10.1039/C8QO00538A

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