Abstract
The surface of glass micro-particle (GMP) was functionalized with β-cyclodextrin (→ GMP-β-CD) and was characterized by X-ray photoelectron spectroscopy (XPS). GMP-β-CD was used as a phase transfer catalyst for click reactions of aromatic azides with terminal acetylenes. For click reaction of benzyl azide and phenyl acetylene, reaction time was decreased from 5.8 h to 10 min when 0.8g GMP-β-CD /mmol of benzyl azide was added. The modified surface of GMP-β-CD showed no change or degradation after repeated use as confirmed from XPS analysis after 10 cycles.
Keywords: β-Cyclodextrin, click chemistry, glass micro-particles, phase transfer catalyst, surface functionalization
Letters in Organic Chemistry
Title:A Rapid Click Chemistry Using Beta-Cyclodextrin Immobilized on Glass Micro-Particles
Volume: 10 Issue: 4
Author(s): Muhammad Nazir Tahir, Riaz-ul Qamar, Petra Mischnick, Jaebum Kim and Seunho Jung
Affiliation:
Keywords: β-Cyclodextrin, click chemistry, glass micro-particles, phase transfer catalyst, surface functionalization
Abstract: The surface of glass micro-particle (GMP) was functionalized with β-cyclodextrin (→ GMP-β-CD) and was characterized by X-ray photoelectron spectroscopy (XPS). GMP-β-CD was used as a phase transfer catalyst for click reactions of aromatic azides with terminal acetylenes. For click reaction of benzyl azide and phenyl acetylene, reaction time was decreased from 5.8 h to 10 min when 0.8g GMP-β-CD /mmol of benzyl azide was added. The modified surface of GMP-β-CD showed no change or degradation after repeated use as confirmed from XPS analysis after 10 cycles.
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Cite this article as:
Nazir Tahir Muhammad, Riaz-ul Qamar , Mischnick Petra, Kim Jaebum and Jung Seunho, A Rapid Click Chemistry Using Beta-Cyclodextrin Immobilized on Glass Micro-Particles, Letters in Organic Chemistry 2013; 10 (4) . https://dx.doi.org/10.2174/1570178611310040008
DOI https://dx.doi.org/10.2174/1570178611310040008 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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