Work

Synthesis of open-shell ladder π-systems by catalytic C–H annulation of diarylacetylenes

Year: 2015

Type: article

Abstract: ']difluorene derivatives, 8 fused ring systems bearing 5- and 6-membered rings, were constructed from alkynylfluorenone through a reaction sequence including Pd-catalyzed C-H/C-H annulation. X-ray crystallography and ESR spectroscopy revealed the open-shell character of these ladder-shaped molecules, which derives from their extended π-electron conjugation. Absorption peaks in the near IR region as well as narrow redox potentials observed by cyclic voltammetry indicated small optical and fundamental energy gaps of these fused ring systems.

Source: Chemical Science

DOI: 10.1039/c5sc03391h

Authors: Takehisa Maekawa, Hiroshi Ueno, Yasutomo Segawa, Michael M. Haley, Kenichiro Itami

Institutions: Nagoya University, Japan Science and Technology Agency, University of Oregon, Institute of Transformative Bio-Molecules

Language: English

Topic: Synthesis and Properties of Aromatic Compounds

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond