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1 article(s) from Raev, Vitaly

Intraannular photoreactions in pseudo-geminally substituted [2.2]paracyclophanes

Henning Hopf,
Vitaly Raev and
Peter G. Jones

Beilstein J. Org. Chem. 2011, 7, 658–667, doi:10.3762/bjoc.7.78

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Graphical Abstract

Scheme 1: [2.2]Paracyclophanes as scaffolds for intraannular photodimerization reactions in solution.

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Scheme 2: Stereospecific intramolecular [2+2]photoadditions using [2.2]paracyclophane spacers.

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Scheme 3: Different conformations of pseudo-geminal divinyl[2.2]paracyclophane.

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Scheme 4: Preparation of tetraene 11.

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Scheme 5: Photolysis of tetraene 11.

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Figure 1: The molecule of compound 13 in the crystal. Ellipsoids correspond to 30% probability levels.

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Scheme 6: Photolysis of trans,trans-dienal 10.

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Figure 2: The molecule of compound 15 in the crystal. Ellipsoids correspond to 30% probability levels.

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Scheme 7: Cis–trans-isomerizations of the double bonds of the pseudo-geminal cyclophanes 11 and 19.

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Scheme 8: Preparation of the vinylcyclopropanes 22–24.

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Figure 3: The two independent molecules of compound Z,Z-22 in the crystal. Ellipsoids correspond to 50% proba...

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Figure 4: The molecule of compound 23 in the crystal. Ellipsoids correspond to 50% probability levels.

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Figure 5: The molecule of compound 24 in the crystal. Ellipsoids correspond to 30% probability levels.

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Full Research Paper

Published 24 May 2011

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