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Synthesis, Structure, and Properties of a 2-(Trimethylsilyl)cyclobutenocyclooctatetraene

Publication ,  Journal Article
Pirrung, MC; Krishnamurthy, N; Nunn, DS; McPhail, AT
Published in: Journal of the American Chemical Society
June 1, 1991

The first example of the cyclobutenocyclooctatetraene structural class (2) to possess stability at room temperature has been prepared by a route involving ring contraction via a Wolff rearrangement. Derivatives have been characterized by various spectroscopic techniques, X-ray crystallography, and cyclic voltammetry. All of these properties are in concert with a structure possessing a high-lying HOMO, low-lying LUMO and a carbon skeleton closer to planarity than any bicyclic cyclooctatetraene yet prepared. © 1991, American Chemical Society. All rights reserved.

Duke Scholars

Published In

Journal of the American Chemical Society

DOI

EISSN

1520-5126

ISSN

0002-7863

Publication Date

June 1, 1991

Volume

113

Issue

13

Start / End Page

4910 / 4917

Related Subject Headings

  • General Chemistry
  • 40 Engineering
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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Chicago
ICMJE
MLA
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Pirrung, M. C., Krishnamurthy, N., Nunn, D. S., & McPhail, A. T. (1991). Synthesis, Structure, and Properties of a 2-(Trimethylsilyl)cyclobutenocyclooctatetraene. Journal of the American Chemical Society, 113(13), 4910–4917. https://doi.org/10.1021/ja00013a029
Pirrung, M. C., N. Krishnamurthy, D. S. Nunn, and A. T. McPhail. “Synthesis, Structure, and Properties of a 2-(Trimethylsilyl)cyclobutenocyclooctatetraene.” Journal of the American Chemical Society 113, no. 13 (June 1, 1991): 4910–17. https://doi.org/10.1021/ja00013a029.
Pirrung MC, Krishnamurthy N, Nunn DS, McPhail AT. Synthesis, Structure, and Properties of a 2-(Trimethylsilyl)cyclobutenocyclooctatetraene. Journal of the American Chemical Society. 1991 Jun 1;113(13):4910–7.
Pirrung, M. C., et al. “Synthesis, Structure, and Properties of a 2-(Trimethylsilyl)cyclobutenocyclooctatetraene.” Journal of the American Chemical Society, vol. 113, no. 13, June 1991, pp. 4910–17. Scopus, doi:10.1021/ja00013a029.
Pirrung MC, Krishnamurthy N, Nunn DS, McPhail AT. Synthesis, Structure, and Properties of a 2-(Trimethylsilyl)cyclobutenocyclooctatetraene. Journal of the American Chemical Society. 1991 Jun 1;113(13):4910–4917.
Journal cover image

Published In

Journal of the American Chemical Society

DOI

EISSN

1520-5126

ISSN

0002-7863

Publication Date

June 1, 1991

Volume

113

Issue

13

Start / End Page

4910 / 4917

Related Subject Headings

  • General Chemistry
  • 40 Engineering
  • 34 Chemical sciences
  • 03 Chemical Sciences