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

Description:

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

Creator(s):
Creation Date: May 27, 2010
Partner(s):
UNT College of Arts and Sciences
Collection(s):
UNT Scholarly Works
Usage:
Total Uses: 118
Past 30 days: 4
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Creator (Author):
Zhang, Xue

University of North Texas

Creator (Author):
Hrovat, David A.

University of North Texas

Creator (Author):
Borden, Weston T., 1943-

University of North Texas

Publisher Info:
Publisher Name: American Chemical Society
Place of Publication: [Washington, DC]
Date(s):
  • Creation: May 27, 2010
Description:

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

Degree:
Department: Chemistry
Note:

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

Note:

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.

Physical Description:

4 p.

Language(s):
Subject(s):
Keyword(s): tunneling | chemical reactions | cryogenic temperatures
Source: Organic Letters, 2010, Washington DC: American Chemical Society, pp. 2798-2801
Partner:
UNT College of Arts and Sciences
Collection:
UNT Scholarly Works
Identifier:
  • DOI: 10.1021/ol100879t |
  • ARK: ark:/67531/metadc71814
Resource Type: Article
Format: Text
Rights:
Access: Public
Citation:
Publication Title: Organic Letters
Volume: 12
Issue: 12
Page Start: 2798
Page End: 2801
Peer Reviewed: Yes