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Johnson JP, Bringley DA, Wilson EE, et al. Comparison of "polynaphthalenes" prepared by two mechanistically distinct routes. J Am Chem Soc. 2003;125(48):14708-9doi: 10.1021/ja035695t.
Johnson, J. P., Bringley, D. A., Wilson, E. E., Lewis, K. D., Beck, L. W., & Matzger, A. J. (2003). Comparison of "polynaphthalenes" prepared by two mechanistically distinct routes. Journal of the American Chemical Society, 125(48), 14708-9. https://doi.org/10.1021/ja035695t
Johnson, James P, et al. "Comparison of "polynaphthalenes" prepared by two mechanistically distinct routes." Journal of the American Chemical Society vol. 125,48 (2003): 14708-9. doi: https://doi.org/10.1021/ja035695t
Johnson JP, Bringley DA, Wilson EE, Lewis KD, Beck LW, Matzger AJ. Comparison of "polynaphthalenes" prepared by two mechanistically distinct routes. J Am Chem Soc. 2003 Dec 03;125(48):14708-9. doi: 10.1021/ja035695t. PMID: 14640637.
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J Am Chem Soc. 2003 Dec 03;125(48):14708-9. doi: 10.1021/ja035695t.

Comparison of "polynaphthalenes" prepared by two mechanistically distinct routes.

Journal of the American Chemical Society

James P Johnson, Dustin A Bringley, Erin E Wilson, Kevin D Lewis, Larry W Beck, Adam J Matzger

Affiliations

  1. Department of Chemistry and the Macromolecular Science and Engineering Program, The University of Michigan, Ann Arbor, MI 48109-1055, USA.

PMID: 14640637 DOI: 10.1021/ja035695t

Abstract

The Bergman cyclization has long been known to produce polymers as side products. More recently, this attribute has been harnessed for the production of conjugated materials. However, the structures of these polymers have not been established. To resolve this question, the metal-catalyzed polymerization of 1,4-dibromonaphthalene and thermal polymerization of o-diethynylbenzene were conducted. Two distinct polymers were obtained. Comparison of IR spectroscopy, MALDI-TOF MS, solid-state NMR spectroscopy, UV-vis reflectance spectroscopy, and pyrolysis GC-MS data indicates that only one of the polymers is consistent with poly(1,4-naphthalene).

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