Synthesis and Optical Properties of Phenylene-Containing Oligoacenes
Author(s)
Parkhurst, Rebecca R.; Swager, Timothy Manning
Downloads1-ln113565895844769-1939656818Hwf1182541832IdV2767210541135658PDF_HI0001.pdf (536.9Kb)
PUBLISHER_POLICY
Publisher Policy
Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.
Terms of use
Metadata
Show full item recordAbstract
Synthesis of a new class of fully unsaturated ladder structures, phenylene-containing oligoacenes (POAs), using 3,4-bis(methylene)cyclobutene as a building block for sequential Diels–Alder reactions is described. The geometric effects of strain and energetic cost of antiaromaticity can be observed via the optical and electrochemical properties of the reported compounds. The resulting shape-persistant ladder structures contain neighboring chromophores that are partially electronically isolated from one another while still undergoing a reduction in the band gap of the material.
Date issued
2012-09Department
Massachusetts Institute of Technology. Department of ChemistryJournal
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Citation
Parkhurst, Rebecca R., and Timothy M. Swager. “Synthesis and Optical Properties of Phenylene-Containing Oligoacenes.” Journal of the American Chemical Society 134, no. 37 (September 19, 2012): 15351-15356.
Version: Author's final manuscript
ISSN
0002-7863
1520-5126