Pendant structure governed anion sensing property for sulfonamide‐functionalized poly(phenylacetylene)s bearing various α‐amino acids |
| |
Authors: | Ryohei Kakuchi Ryotaro Shimada Yasuyuki Tago Ryosuke Sakai Toshifumi Satoh Toyoji Kakuchi |
| |
Institution: | Division of Biotechnology and Macromolecular Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo, 060‐8628, Japan |
| |
Abstract: | The colorimetric detection of anionic species has been studied for α‐amino acid‐conjugated poly(phenylacetylene)s, which were prepared by the polymerization of the ethyl esters of N‐(4‐ethynylphenylsulfonyl)‐L ‐alanine, L ‐isoleucine, L ‐valine, L ‐phenylalanine, L ‐aspartic acid, and L ‐glutamic acid using Rh+(2,5‐norbornadiene)(η6‐C6H5)B?(C6H5)3] as the catalyst in CHCl3. The one‐handed helical conformations of all the sulfonamide‐functionalized polymers were characterized by Cotton effects in the circular dichroism spectra. The addition of anions with a relatively high basicity, such as tetra‐n‐butylammonium acetate and fluoride, induced drastic changes in both the optical and chiroptical properties. On the other hand, anions with a relatively low basicity, such as tetra‐n‐butylammonium nitrate, azide, and bromide, had essentially no effects on the helical conformation of all the sulfonamide‐functionalized polymers. The anion signaling property of the sulfonamide‐functionalized polymers possessing α‐amino acid moieties was significantly affected by the installed residual amino acid structures. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 1683–1689, 2010 |
| |
Keywords: | chiral conjugated polymers host‐guest systems sensors |
|
|