Chenoweth, Kimberly and Chenoweth, David and Goddard, William A. III (2009) Cyclooctyne-based reagents for uncatalyzed click chemistry: A computational survey. Organic and Biomolecular Chemistry, 7 (24). pp. 5255-5258. ISSN 1477-0520 http://resolver.caltech.edu/CaltechAUTHORS:20100108-084923861
![[img]](http://authors.library.caltech.edu/style/images/fileicons/application_pdf.png)
|
PDF
- Published Version
See Usage Policy. 270Kb | |
|
PDF
- Supplemental Material
See Usage Policy. 184Kb |
Use this Persistent URL to link to this item: http://resolver.caltech.edu/CaltechAUTHORS:20100108-084923861
Abstract
With the goal of identifying alkyne-like reagents for use in click chemistry, but without Cu catalysts, we used B3LYP density function theory (DFT) to investigate the trends in activation barriers for the 1,3-dipolar cycloadditions of azides with various cyclooctyne, dibenzocyclooctyne, and azacyclooctyne compounds. Based on these trends, we find monobenzocyclooctyne-based reagents that are predicted to have dramatically improved reactivity over currently employed reagents.
| Item Type: | Article |
|---|---|
| Additional Information: | © 2010 Royal Society of Chemistry. Received 12th June 2009, Accepted 16th September 2009 First published as an Advance Article on the web 9th November 2009. |
| Record Number: | CaltechAUTHORS:20100108-084923861 |
| Persistent URL: | http://resolver.caltech.edu/CaltechAUTHORS:20100108-084923861 |
| Related URLs: | |
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. |
| ID Code: | 17100 |
| Collection: | CaltechAUTHORS |
| Deposited By: | Tony Diaz |
| Deposited On: | 12 Jan 2010 18:40 |
| Last Modified: | 26 Dec 2012 11:40 |
Repository Staff Only: item control page
