Non-planar oligoarylene macrocycles from biphenyl - Archive ouverte HAL
Article Dans Une Revue Chemical Communications Année : 2017

Non-planar oligoarylene macrocycles from biphenyl

Résumé

Saddle- and propeller-shaped macrocycles are obtained by fourfold Perkin condensations in transient high dilution of 4,40-bis(phenylglyoxylic acid) with either 4,40-bis(phenylacetic acid) or p-phenylenediacetic acid, followed by four-fold oxidative photocyclizations. In the saddle-shaped tetraphenanthrylene, the angle between opposite phenanthrene planes is close to the value of 908 of an ideal saddle. In the two helicene fragments of the propeller-shaped double [5]helicene, the geometry of unsubstituted [5]helicene is preserved without major macrocycle-induced distortions.

Domaines

Chimie organique
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Dates et versions

hal-01620037 , version 1 (02-02-2021)

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Antoine Robert, Pierre Dechambenoit, Elisabeth A. Hillard, Harald Bock, Fabien Durola. Non-planar oligoarylene macrocycles from biphenyl. Chemical Communications, 2017, 53 (84), pp.11540 - 11543. ⟨10.1039/c7cc06798d⟩. ⟨hal-01620037⟩

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