Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 8, 2009
Previous Article Next Article

Switching of polymerization activity of cinnamoyl-α-cyclodextrin

Author affiliations

Abstract

Cinnamoyl α-cyclodextrin (α-CD) has been found to initiate polymerization of δ-valerolactone (δ-VL) to give a polymer in high yield. By the presence of the cinnamoyl group, hydrogen bond was formed between the carbonyl oxygen of δ-VL and the hydroxyl group of CD to activate the monomer, which was observed by FT-IR measurements. However, the cinnamoyl group at the C3- and C6-positions of α-CD did not affect the polymerization ability. Only that of the C2-position showed high polymerization activity. The polymerization activity could be switched by the photoisomerization of the cinnamoyl group attached to the rim of α-CD. Specific monomer recognition and polymerization in the active site of the α-CD cavity was changed by the photoisomerization.

Graphical abstract: Switching of polymerization activity of cinnamoyl-α-cyclodextrin

Back to tab navigation

Supplementary files

Article information


Submitted
15 Oct 2008
Accepted
09 Jan 2009
First published
04 Mar 2009

Org. Biomol. Chem., 2009,7, 1646-1651
Article type
Paper

Switching of polymerization activity of cinnamoyl-α-cyclodextrin

M. Osaki, Y. Takashima, H. Yamaguchi and A. Harada, Org. Biomol. Chem., 2009, 7, 1646
DOI: 10.1039/B818241H

Social activity

Search articles by author

Spotlight

Advertisements