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An efficient synthesis of substituted chrysenes

Eccleshare, Lee; Selzer, Sean; Woodward, Simon

Authors

Lee Eccleshare

Sean Selzer

Simon Woodward simon.woodward@nottingham.ac.uk



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.

Journal Article Type Article
Publication Date Feb 1, 2017
Journal Tetrahedron
Print ISSN 0040-4020
Electronic ISSN 0040-4020
Publisher Elsevier
Peer Reviewed Peer Reviewed
Volume 58
Issue 5
APA6 Citation Eccleshare, L., Selzer, S., & Woodward, S. (2017). An efficient synthesis of substituted chrysenes. Tetrahedron, 58(5), doi:10.1016/j.tetlet.2016.12.004
DOI https://doi.org/10.1016/j.tetlet.2016.12.004
Keywords Polyaromatic hydrocarbon; Carbocyclisation; Microwave-assisted synthesis
Publisher URL http://www.sciencedirect.com/science/article/pii/S0040403916316306
Copyright Statement Copyright information regarding this work can be found at the following address: http://creativecommons.org/licenses/by-nc-nd/4.0

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Copyright Statement
Copyright information regarding this work can be found at the following address: http://creativecommons.org/licenses/by-nc-nd/4.0





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