期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 136, 期 27, 页码 9658-9663出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja5033875
关键词
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资金
- Deutsche Forschungsgemeinschaft [SFB 858, TRR 61]
- Alexander von Humboldt Foundation
Metal-catalyzed polymerization of 2,6-naphthalenedicarboxylic acid (NDCA) to form poly-2,6-naphthalenes at various surfaces is reported. Polymerizations occur via initial formal dehydrogenation of self-assembled diacids with subsequent decarboxylation to give polymeric bisnaphthyl-Cu species at elevated temperature as intermediate structures (<160 degrees C). Further temperature increase eventually leads to poly-naphthalenes via reductive elimination. It is demonstrated that the Cu( iii) surface works most efficiently to conduct such polymerizations as compared to the Au(111), Ag(111), Cu(100), and Cu(110) surfaces. Poly-2,6-naphthalene with a chain length of over 50 nm is obtained by using this approach. The decarboxylative coupling of aromatic diacids is a very promising tool which further enlarges the portfolio of reactions allowing for on-surface polymerizations and novel organometallic systems preparations.
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