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Issue 13, 2014
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Intriguing Diels–Alder products: chiral centres with an added twist

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Abstract

Two chiral fluoranthene-based polyaromatics were isolated from a Diels–Alder cycloaddition between two molecules of 7,9-diphenylcyclopenta[a]acenapthylene-8-one. The two highly coloured, novel compounds were characterized by a combination of spectroscopic techniques and single crystal X-ray diffraction. Structural differences between the unexpected products included the nature of their conjugated fluoranthene portions and the position, strain and handedness of their chiral centres.

Graphical abstract: Intriguing Diels–Alder products: chiral centres with an added twist

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Publication details

The article was received on 12 Nov 2013, accepted on 29 Nov 2013 and first published on 02 Dec 2013


Article type: Communication
DOI: 10.1039/C3CC48641A
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Citation: Chem. Commun., 2014,50, 1599-1601
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    Intriguing Diels–Alder products: chiral centres with an added twist

    C. Delaney, S. D. Perera, G. M. Ó. Máille and S. M. Draper, Chem. Commun., 2014, 50, 1599
    DOI: 10.1039/C3CC48641A

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