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Extended O-Doped Polycyclic Aromatic Hydrocarbons.

ABSTRACT: The synthesis of O-doped benzorylenes, in which peripheral carbon atoms have been replaced by oxygen atoms, has been achieved for the first time.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 ?-? stacks in the solid state, a favorable solid-state arrangement for organic electronics.

SUBMITTER: Stassen D

PROVIDER: S-EPMC5071652 | biostudies-literature | 2016 May

REPOSITORIES: biostudies-literature

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Extended O-Doped Polycyclic Aromatic Hydrocarbons.

Stassen Daphné D Demitri Nicola N Bonifazi Davide D

Angewandte Chemie (International ed. in English) 20160408 20

The synthesis of O-doped benzorylenes, in which peripheral carbon atoms have been replaced by oxygen atoms, has been achieved for the first time.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 π-π stacks in the solid state, a favorable solid-state arrangement for organic electronics. ...[more]

PMID: 27062492

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