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An efficient synthesis of substituted chrysenes

Eccleshare, Lee; Selzer, Sean; Woodward, Simon

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Authors

Lee Eccleshare

Sean Selzer

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SIMON WOODWARD simon.woodward@nottingham.ac.uk
Professor of Synthetic Organic Chemistry



Abstract

Substituted chrysenes have been swiftly synthesised by the 6-endo-dig cyclisation of ethynylnaphthalenes using platinum(II) chloride. Cyclisation precursors were directly prepared from commercially available 2-bromoaldehydes in a telescoped synthetic procedure involving a Cannizzaro triggered cascade and subsequent dehydration and desilylation. This short synthetic procedure allows rapid access to derivatives of biologically active molecules with useful electronic properties.

Citation

Eccleshare, L., Selzer, S., & Woodward, S. (2017). An efficient synthesis of substituted chrysenes. Tetrahedron, 58(5), https://doi.org/10.1016/j.tetlet.2016.12.004

Journal Article Type Article
Acceptance Date Dec 2, 2016
Online Publication Date Dec 9, 2016
Publication Date Feb 1, 2017
Deposit Date Dec 12, 2016
Publicly Available Date Dec 12, 2016
Journal Tetrahedron
Print ISSN 0040-4020
Electronic ISSN 0040-4020
Publisher Elsevier
Peer Reviewed Peer Reviewed
Volume 58
Issue 5
DOI https://doi.org/10.1016/j.tetlet.2016.12.004
Keywords Polyaromatic hydrocarbon; Carbocyclisation; Microwave-assisted synthesis
Public URL https://nottingham-repository.worktribe.com/output/837154
Publisher URL http://www.sciencedirect.com/science/article/pii/S0040403916316306

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