Division of Applied Chemistry, Faculty of Engineering, Hokkaido University, Kita 13, Nishi 8 Kita-ku, Sapporo, Hokkaido 060-8628, Japan.
Chem Commun (Camb). 2020 Aug 18;56(64):9079-9093. doi: 10.1039/d0cc02977g. Epub 2020 Jun 30.
Polyketone compounds play an important role in organic chemistry as a prominent source of reactivity and functionality. Their chemical properties vary widely depending on the ketone sequence in carbon chains. Although vicinal and β-polyketones have been used for more than 150 years, the recent development of new ketone sequences composed of alternating 1,3- and 1,4-diketones has demonstrated the further potential of polyketones as structurally flexible molecular ropes capable of derivatization to π-conjugated chromophores and molecular assemblies. In this Feature Article, we review the synthetic strategies and reactivities of polyketones with respect to their ketone sequence. Furthermore, recent research on polyketones with hybrid ketone sequences is also discussed, focussing on their structural diversity in chemical transformations including intramolecular cyclization and stereoselective oxidation.
聚酮化合物在有机化学中起着重要作用，是反应性和功能性的重要来源。它们的化学性质因碳链中酮序列的不同而有很大差异。尽管顺式和β-聚酮已经使用了 150 多年，但最近开发的由交替的 1,3-和 1,4-二酮组成的新酮序列表明，聚酮作为结构灵活的分子绳，具有进一步的潜力，能够衍生为π共轭发色团和分子组装体。在这篇专题文章中，我们综述了聚酮的合成策略和反应性与其酮序列的关系。此外，还讨论了具有混合酮序列的聚酮的最新研究，重点是它们在包括分子内环化和立体选择性氧化在内的化学转化中的结构多样性。
