Fe()-Catalyzed azidation of polybutadienes using the Zhdankin reagent

Phenyl-terminated polybutadienes (PtPBs) are efficiently converted to azidated PtPBs using the Zhdankin reagent generated in situ from commercially available iodosobenzoic acid and TMSN 3 with an iron catalyst. A key strategy for the direct introduction of azide groups into the double bonds in polyb...

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Bibliographic Details
Published in:Polymer chemistry 2019-10, Vol.1 (39), p.5348-5352
Main Authors: Jung, Haeji, Lim, Yeong-Gweon
Format: Article
Language:English
Subjects:
Iron
Polybutadiene
Polymer chemistry
Reagents
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Summary:Phenyl-terminated polybutadienes (PtPBs) are efficiently converted to azidated PtPBs using the Zhdankin reagent generated in situ from commercially available iodosobenzoic acid and TMSN 3 with an iron catalyst. A key strategy for the direct introduction of azide groups into the double bonds in polybutadiene is by using the Zhdankin reagent acting as a stable cyclic azidoiodinane. These reactions are very mild and the azidation rates can be easily controlled by adjusting the amount of reagents. PtPBs containing various azide contents (5%, 10%, and 15%) could be obtained. The properties of these azidated polybutadienes were determined and their spectral data were collected. Phenyl-terminated polybutadienes (PtPBs) are efficiently converted to azidated PtPBs using the Zhdankin reagent generated in situ from iodosobenzoic acid and TMSN 3 with an iron catalyst.
ISSN:1759-9954
1759-9962
DOI:10.1039/c9py01009b