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Oligoacetylacetones as shapable carbon chains and their transformation to oligoimines for construction of metal-organic architectures

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Title: Oligoacetylacetones as shapable carbon chains and their transformation to oligoimines for construction of metal-organic architectures
Authors: Uesaka, Mitsuharu Browse this author
Saito, Yuki Browse this author
Yoshioka, Shota Browse this author
Domoto, Yuya Browse this author
Fujita, Makoto Browse this author
Inokuma, Yasuhide Browse this author
Issue Date: 19-Apr-2018
Publisher: Nature Publishing Group
Journal Title: Communications Chemistry
Volume: 1
Start Page: UNSP 23
Publisher DOI: 10.1038/s42004-018-0021-3
Abstract: Flexible chain-like molecules can adopt various conformations, but fabrication of complex and higher-order architectures by chain networking or coiling is still a difficult task in organic chemistry. As the degree of freedom increases, the large entropy loss impedes conformation and orientation fixing. Here we report oligo (3,3-dimethylpentane-2,4-dione)s as flexible and shapable carbon chains with many carbonyl groups for chemical modification. Poly-carbonylated chains of various lengths are synthesized by terminal-selective silylation and oxidative coupling reactions using silver(I) oxide. We use reactions of 1,3-diketones and 1,4-diketones to reduce the chain length and to induce favourable conformations. When the chains are treated with hydrazine, all the carbonyl groups are converted to imine groups, resulting in the formation of multidentate ligands. Finally, a two-dimensional sheet-like structure and a cylindrical assembly are generated by respectively networking and coiling the carbon chains, with the aid of metal coordination.
Type: article
Appears in Collections:工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 猪熊 泰英

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