Issue 64, 2020

Aliphatic polyketones as classic yet new molecular ropes for structural diversity in organic synthesis

Abstract

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.

Graphical abstract: Aliphatic polyketones as classic yet new molecular ropes for structural diversity in organic synthesis

Article information

Article type
Feature Article
Submitted
24 Apr 2020
Accepted
22 Jun 2020
First published
23 Jun 2020

Chem. Commun., 2020,56, 9079-9093

Aliphatic polyketones as classic yet new molecular ropes for structural diversity in organic synthesis

Y. Inokuma, T. Yoneda, Y. Ide and S. Yoshioka, Chem. Commun., 2020, 56, 9079 DOI: 10.1039/D0CC02977G

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