Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 20, Pages 5947-5951Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201509517
Keywords
copper; cyclization; macromolecules; nanostructures; supramolecular chemistry
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Funding
- FRS-FNRS (FRFC) [2.4.550.09]
- Science Policy Office of the Belgian Federal Government [BELSPO-IAP 7/05]
- TINTIN ARC project [09/14-023]
- FNRS
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The synthesis of O-doped benzorylenes, in which peripheral carbon atoms have been replaced by oxygen atoms, has been achieved for the first time. This includes key high-yielding ring-closure steps which, through intramolecular C-O bond formation, allow stepwise planarization of oligonaphthalenes. Single-crystal X-ray diffraction showed that the tetraoxa derivative forms remarkable face-to-face pi-pi stacks in the solid state, a favorable solid-state arrangement for organic electronics.
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