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Communication | Special issue | Vol 76, No. 1, 2008, pp.155-160
Published online, 7th March, 2008
DOI: 10.3987/COM-08-S(N)16
Synthesis of Functionalized β-Cyclodextrins by “Click Chemistry

Chenfeng Ke, Cheng Yang, Zixin Yang, Weijia Wu, Tadashi Mori,* Yoshihisa Inoue,* and Yu Liu*

*Department of Applied Chemistry, Osaka University, 2-1 Yamada-oka, Suita 565-0871, Japan

Abstract

Two new β-cyclodextrins (β-CDs) modified with chromophore were synthesized in high yields through Huisgen 1,3-dipolar cycloaddition. The amount of Cu catalyst was demonstrated to be a key factor that determines the yield of the 1,3-dipolar cycloaddition when applied to CD derivatization. While a catalytic amount of Cu-catalyst is commonly required in conventional click chemistry, more than a half equivalent of Cu catalyst was desirable for obtaining the modified CDs in satisfactory yields.