期刊
ACS MACRO LETTERS
卷 2, 期 5, 页码 419-422出版社
AMER CHEMICAL SOC
DOI: 10.1021/mz400144q
关键词
-
资金
- Japan Society for the Promotion of Science (JSPS)
A Cu-catalyzed multi-component reaction (CuMCR) of terminal alkynes, sulfonyl azides, and amines was employed in a post-polymerization modification process. The reaction was conducted on polystyrene bearing 20 mol % alkyne groups with 4-toluenesulfonyl azide and dihexylamine in the presence of a Cu(PPh3)(3)Br/diisopropylethylamine catalyst. The CuMCR on polymer proceeded efficiently, as confirmed by the obvious gas evolution during the reaction, and the conversion of alkyne moiety reached almost 100%, yielding polymeric N-sulfonylamidine derivatives, as proven by H-1 NMR measurements. In addition, the precise structural assignment was proven by synthesis and analysis of the model monomeric compound (styrene N-sulfonylamidine) and the respective model polymer. We have successfully demonstrated the utiliztation of this new post-modification reaction by employing various amines including dipeptide and 1-aza-15-crown-5-ether.
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