Mild, Selective Oxidation of Aromatic Alcohols Using β-Cyclodextrin-Functionalized Glass Microparticles: Characterization, Stability, and Application

Abstract

The surface of glass microparticle (GMP) was functionalized with β-cyclodextrin (→ GMP-β-CD) and was characterized by x-ray photoelectron spectroscopy (XPS). GMP-β-CD was used to catalyze oxidation of alcohols into aldehydes and katones with excellent yield (86–92%). The modified surface of GMP-β-CD showed no change or degradation after repeated use as confirmed from XPS analysis after 10 cycles.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]

GRAPHICAL ABSTRACT

Keywords:

• Aromatic alcohols
• N-bromosuccinimide
• catalysis
• β-cyclodextrin
• glass functionalization
• oxidation

ACKNOWLEDGMENTS

Financial support from Konkuk University (KU Brain Pool) for M. N. T is gratefully acknowledged. This work was supported by Priority Research Centers Program through the National Research Foundation of Korea Grant funded by the Korean Government (Ministry of Education, Science, and Technology NRF 2012-0006686) and was partly supported by the National Research Foundation of Korea Grant funded by the Korean Government (NRF-20110024008 and KRF 2011-619-E0002).

Notes

Note. All XPS spectra are available in the Supplementary Material.

^a C-X˭C-O + C-N bond linkages.