Issue 6, 2007

Induction and detection of chirality in doped sol–gel materials: NMR and circular dichroism studies

Abstract

We have studied diastereomeric chiral interactions within sols, gels and xerogels of silicas and derivatized silicas (20% phenylated and 10% octadecylated silicas) doped with the chiral surfactant (−)-N-dodecyl-N-methylephedrinium bromide (DMB). Two spectral methods – new in the context of chiral sol–gel materials – have been used for that purpose. In the first method, we were able to detect the diastereomeric interactions between DMB and each of the pure enantiomers of co-doped 1,1′-binaphthyl-2,2′-diyl hydrogenphosphate using 31P-NMR spectroscopy. In the second method, we were able to obtain an induced circular dichroism (ICD) signal from the achiral dye Congo Red co-doped with DMB. NMR and ICD are complementary in understanding the way in which the chiral surfactant creates chiral environments inside the sol–gel materials. In particular, we provide ICD evidence that the silica network itself becomes chiral due to the entrapment of the chiral surfactant.

Graphical abstract: Induction and detection of chirality in doped sol–gel materials: NMR and circular dichroism studies

Article information

Article type
Paper
Submitted
05 Sep 2006
Accepted
24 Oct 2006
First published
16 Nov 2006

J. Mater. Chem., 2007,17, 536-544

Induction and detection of chirality in doped sol–gel materials: NMR and circular dichroism studies

S. Fireman-Shoresh, S. Marx and D. Avnir, J. Mater. Chem., 2007, 17, 536 DOI: 10.1039/B612822J

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements