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A [15]paracyclophenone and its fluorenone-containing derivatives: syntheses and binding to nerve agent mimics via aryl-CH hydrogen bonding interactions

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Abstract

The syntheses and crystal structures of a [15]paracyclophenone and its two fluorenone-containing derivatives I and II are reported. The nerve agent mimics binding behaviors with 2 and I driven by the ‘non-traditional’ aryl-CH hydrogen bonding interactions are demonstrated in the solid state and supported by DFT calculations. The affinity of compound I towards the real nerve agents via this binding mode is also predicted by the computational method.

Graphical abstract: A [15]paracyclophenone and its fluorenone-containing derivatives: syntheses and binding to nerve agent mimics via aryl-CH hydrogen bonding interactions

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Article information


Submitted
16 Apr 2020
Accepted
08 May 2020
First published
14 May 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

A [15]paracyclophenone and its fluorenone-containing derivatives: syntheses and binding to nerve agent mimics via aryl-CH hydrogen bonding interactions

P. Liu, H. Wang, H. Zeng, X. Hong and F. Huang, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QO00456A

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