Synfacts 2020; 16(03): 0277
DOI: 10.1055/s-0039-1690370
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Dendralenes and Radialenes and Butadienes, Oh My!

Contributor(s):
Timothy M. Swager
,
Samuel I. Etkind
Sowden MJ, Ward JS, Sherburn MS. * Australian National University, Canberra, Australia
Synthesis and Properties of 2,3-Diethynyl-1,3-butadienes.

Angew. Chem. Int. Ed. 2020;
DOI: 10.1002/anie.201914807
Further Information

Publication History

Publication Date:
18 February 2020 (online)

 

Significance

2,3-Diethynyl-butadienes (DEBDs) have been reported sparsely throughout the literature, but no general synthetic protocol has been reported. In this article the authors disclose a general route towards DEDBs, allowing for investigation of their stability, reactivity, and application in materials.


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Comment

DEBD derivatives can be accessed through a Sonogashira-type coupling, allowing access to a variety of substitution patterns on both the alkyne and alkene moieties. Further derivatization allows for synthesis of radialenes 1 and 2 and expanded dendralene 3.


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