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


Journal

Chemical communications (Cambridge, England)
ISSN: 1364-548X
Titre abrégé: Chem Commun (Camb)
Pays: England
ID NLM: 9610838

Informations de publication

Date de publication:
18 Aug 2020
Historique:
pubmed: 1 7 2020
medline: 1 7 2020
entrez: 1 7 2020
Statut: ppublish

Résumé

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.

Identifiants

pubmed: 32602484
doi: 10.1039/d0cc02977g
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

9079-9093

Auteurs

Yasuhide Inokuma (Y)

Division of Applied Chemistry, Faculty of Engineering, Hokkaido University, Kita 13, Nishi 8 Kita-ku, Sapporo, Hokkaido 060-8628, Japan. inokuma@eng.hokudai.ac.jp.

Classifications MeSH