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Issue 21, 2012
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Folding-promoted TBAX-mediated selective demethylation of methoxybenzene-based macrocyclic aromatic pentamers

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Abstract

Described in this study is the ability of tetrabutylammonium salts (TBAX) to mediate an efficient mono- or di-demethylation removing one or two out of five aromatic methoxy methyl groups situated in similar chemical microenvironments in a H-bonded macrocyclic aromatic pentamer. These demethylations are found to be both chemo- and regioselective, and promoted by the H-bonding directed folding of the macrocyclic backbone.

Graphical abstract: Folding-promoted TBAX-mediated selective demethylation of methoxybenzene-based macrocyclic aromatic pentamers

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Publication details

The article was received on 20 Jan 2012, accepted on 05 Mar 2012 and first published on 06 Mar 2012


Article type: Paper
DOI: 10.1039/C2OB25160D
Citation: Org. Biomol. Chem., 2012,10, 4164-4171
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    Folding-promoted TBAX-mediated selective demethylation of methoxybenzene-based macrocyclic aromatic pentamers

    Z. Du, B. Qin, C. Sun, Y. Liu, X. Zheng, K. Zhang, A. H. Conney and H. Zeng, Org. Biomol. Chem., 2012, 10, 4164
    DOI: 10.1039/C2OB25160D

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