First Aldehyde-Functionalized Poly(2-oxazoline)s for Chemoselective Ligation
✍ Scribed by Christian Taubmann; Robert Luxenhofer; Sonia Cesana; Rainer Jordan
- Publisher
- John Wiley and Sons
- Year
- 2005
- Tongue
- English
- Weight
- 188 KB
- Volume
- 5
- Category
- Article
- ISSN
- 1616-5187
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✦ Synopsis
Abstract
Summary: A protected aldehyde‐functionalized 2‐oxazoline, 2‐[3‐(1,3)‐dioxolan‐2‐ylpropyl]‐2‐oxazoline (DPOx), was synthesized from commercially available compounds in high yields. The polymerization of DPOx with different initiators proceeds via a living ionic mechanism; thus, the polymers were of low polydispersity and the degree of polymerization could be precisely adjusted. Copolymerization with 2‐methyl‐2‐oxazoline gave water‐soluble statistical copolymers. Hydrolysis of the homo‐ and copolymers resulted in well‐defined, aldehyde‐bearing poly(2‐oxazoline)s. The aldehyde side functions reacted quantitatively with an amino‐oxy compound to form the corresponding oxime.
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