Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5280000 | Tetrahedron Letters | 2007 | 4 Pages |
Abstract
The oxime of cyclotriveratrylene (CTV) has been prepared and the individual crown and saddle conformers were isolated and characterized. The equilibrium constant was measured in CDCl3 and in DMSO-d6 and was shown to favor the crown conformer by an order of magnitude in DMSO-d6, relative to an approximately equal mixture at equilibrium in CDCl3. The time course for interconversion of the saddle to the crown was measured by 1H NMR and the t1/2 of the saddle was determined to be 2.45 h in CDCl3 at 25 °C, and 3.71 h in DMSO-d6.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Marlon R. Jr., David C. French, Peter Rehage, Daniel P. Becker,