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Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

A Rapid Click Chemistry Using Beta-Cyclodextrin Immobilized on Glass Micro-Particles

Author(s): Muhammad Nazir Tahir, Riaz-ul Qamar, Petra Mischnick, Jaebum Kim and Seunho Jung

Volume 10, Issue 4, 2013

Page: [269 - 276] Pages: 8

DOI: 10.2174/1570178611310040008

Price: $65


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

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