Calculations Predict That Carbon Tunneling Allows the Degenerate Cope Rearrangement of Semibullvalene to Occur Rapidly at Cryogenic Temperatures

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Article on calculations predicting that carbon tunneling allows the degenerate cope rearrangement of semibullvalene to occur rapidly at cryogenic temperatures.

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4 p.

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Zhang, Xue; Hrovat, David A. & Borden, Weston T., 1943- May 27, 2010.

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Article on calculations predicting that carbon tunneling allows the degenerate cope rearrangement of semibullvalene to occur rapidly at cryogenic temperatures.

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4 p.

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Reprinted with permission from Organic Letters. Copyright 2010 American Chemical Society.

Abstract: Calculations on the role of tunneling in the degenerate Cope rearrangements of semibullvalene (1) and barbaralane (3) predict that, at temperatures below 40 K, tunneling from the lowest vibrational level should make the temperature-independent rate constants k = 1.43 x 10(-3) s(-1) and k = 7.28 x 10(-9) s(-1), respectively. An experiment, using semibullvalene-2(4)-d1, is proposed to test the prediction of rapid tunneling by 1 at cryogenic temperatures.

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  • Organic Letters, 2010, Washington D.C.: American Chemical Society, pp. 2798-2801

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  • Publication Title: Organic Letters
  • Volume: 12
  • Issue: 12
  • Page Start: 2798
  • Page End: 2801
  • Peer Reviewed: Yes

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The Scholarly Works Collection is home to materials from the University of North Texas community's research, creative, and scholarly activities and serves as UNT's Open Access Repository. It brings together articles, papers, artwork, music, research data, reports, presentations, and other scholarly and creative products representing the expertise in our university community.** Access to some items in this collection may be restricted.**

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  • May 27, 2010

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  • Jan. 31, 2012, 10:30 a.m.

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  • Jan. 9, 2015, 3:26 p.m.

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Zhang, Xue; Hrovat, David A. & Borden, Weston T., 1943-. Calculations Predict That Carbon Tunneling Allows the Degenerate Cope Rearrangement of Semibullvalene to Occur Rapidly at Cryogenic Temperatures, article, May 27, 2010; [Washington, D.C.]. (digital.library.unt.edu/ark:/67531/metadc71814/: accessed March 26, 2017), University of North Texas Libraries, Digital Library, digital.library.unt.edu; crediting UNT College of Arts and Sciences.