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Organic chemistry

Forgotten hydrocarbons prepared

Dendralene hydrocarbons have a reputation for being difficult — it seemed that these molecules couldn't easily be made. A practical synthesis of dendralenes opens them up for study, and reveals some surprises.

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Figure 1: Six varieties of unsaturation.
Figure 2: Preparation and reactions of selected dendralenes.

References

  1. Payne, A. D., Bojase, G., Paddon-Row, M. N. & Sherburn, M. S. Angew. Chem. Int. Edn 48, 4836–4839 (2009).

    CAS  Article  Google Scholar 

  2. Hopf, H. Classics in Hydrocarbon Chemistry (Wiley-VCH, 2000).

    Google Scholar 

  3. Maas, G. & Hopf, H. Chemistry of Dienes and Polyenes Vol. 1 (Ed. Rappoport, Z.) 927–977 (Wiley, 1997).

    Google Scholar 

  4. Hopf, H. Angew. Chem. Int. Edn 23, 948–960 (1984).

    Article  Google Scholar 

  5. Krause, N. & Hashmi, A. S. K. (Eds) Modern Allene Chemistry Vol. 1 & 2 (Wiley-VCH, 2004).

    Book  Google Scholar 

  6. Corriu, R. J. P. & Masse, J. P. J. Chem. Soc. Chem. Commun. 144a (1972).

  7. Tamao, K., Sumitani, K. & Kumada, M. J. Am. Chem. Soc. 94, 4374–4376 (1972).

    CAS  Article  Google Scholar 

  8. Tsuge, O., Wada, E. & Kanemasa, S. Chem. Lett. 12, 1525–1528 (1983).

    Article  Google Scholar 

Download references

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Hopf, H. Forgotten hydrocarbons prepared. Nature 460, 183–184 (2009). https://doi.org/10.1038/460183a

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