Synthesis and Optical Properties of Phenylene-Containing Oligoacenes
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Author(s)
Parkhurst, Rebecca R.
Swager, Timothy Manning
Date Issued
September 2012
Journal
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
Abstract
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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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.
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DOI of Published Version
https://doi.org/10.1021/ja3043883
