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Issue 2, 2017
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To catalyze or not to catalyze: elucidation of the subtle differences between the hexameric capsules of pyrogallolarene and resorcinarene

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Abstract

The closely related, self-assembled resorcinarene and pyrogallolarene capsules display contrasting and puzzling encapsulation behaviors. Herein, we elucidate the reasons for these differences by combining experimental studies and DFT calculations. Furthermore, we report that, in contrast to the resorcinarene capsule, the pyrogallolarene derivative is not capable of catalyzing reactions with cationic transition states. The molecular mechanisms responsible for these observations are probed in detail.

Graphical abstract: To catalyze or not to catalyze: elucidation of the subtle differences between the hexameric capsules of pyrogallolarene and resorcinarene

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Supplementary files

Article information


Submitted
12 Oct 2016
Accepted
08 Nov 2016
First published
15 Nov 2016

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2017,8, 1653-1657
Article type
Edge Article

To catalyze or not to catalyze: elucidation of the subtle differences between the hexameric capsules of pyrogallolarene and resorcinarene

Q. Zhang, L. Catti, V. R. I. Kaila and K. Tiefenbacher, Chem. Sci., 2017, 8, 1653
DOI: 10.1039/C6SC04565K

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