Published November 25, 2005
| public
Journal Article
High-Yield, One-Step Synthesis of o-Phenylene Ethynylene Cyclic Trimer via Precipitation-Driven Alkyne Metathesis
Abstract
A shape-persistent, conjugated o-phenylene ethynylene cyclic trimer was prepared in one step from tetrasubstituted benzene monomer 4 in 86% isolated yield through precipitation-driven alkyne metathesis. The template-free, selective generation of the molecular triangle 5 is a thermodynamically favored process and under equilibrium control. A novel tetrameric macrocycle 7 was generated via scrambling metathesis between tricycle 5 and hexacycle 6 using this dynamic covalent chemistry.
Additional Information
© 2005 American Chemical Society. Received August 23, 2005; Published In Issue November 25, 2005. This material is based upon work supported by the National Science Foundation under Grant No. 0345254 and the U.S. Department of Energy, Division of Materials Sciences, under Award No. DEFG02-91ER45439, through the Frederick Seitz Materials Research Laboratory at the University of Illinois at Urbana-Champaign.Additional details
- Eprint ID
- 38694
- DOI
- 10.1021/jo0517803
- Resolver ID
- CaltechAUTHORS:20130528-132014449
- 0345254
- NSF
- DEFG02-91ER45439
- Department of Energy (DOE) Division of Materials Sciences
- Created
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2013-05-30Created from EPrint's datestamp field
- Updated
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2021-11-09Created from EPrint's last_modified field