Novel class of tertiary phosphine ligands based on a phospha-adamantane framework and use in the Suzuki cross-coupling reactions of aryl halides under mild conditions
Adjabeng, George, Brenstrum, Tim, Wilson, Jeffrey, Frampton, Christopher, Robertson, Al, Hillhouse, John, McNulty, James and Capretta, Alfredo (2003) Novel class of tertiary phosphine ligands based on a phospha-adamantane framework and use in the Suzuki cross-coupling reactions of aryl halides under mild conditions. Organic Letters, 5, (6), 953-955. (doi: 10.1021/ol0341647)
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Official URL: http://dx.doi.org/10.1021/ol0341647
Description/Abstract
A new class of sterically hindered phosphines based on a phospha-adamantane framework is described. Arylation or alkylation of the 1,3,5,7-tetramethyl-2,4,8-trioxa-6-phospha-adamantane system allows for the preparation of tertiary phosphines suitable for use in palladium-catalyzed cross-coupling reactions. For example, use of a catalytic system incorporating Pd2(dba)3 and 1,3,5,7-tetramethyl-2,4,8-trioxa-6-phenyl-6-phospha-adamantane is shown to promote the Suzuki cross-coupling of aryl iodides, bromides, and activated chlorides with a variety of aryl boronic acids at room temperature in a few hours with high yields.
| Item Type: | Article |
|---|---|
| ISSN: | 1523-7060 (print) |
| Uncontrolled Keywords: | arylboronic acids, organic electrophiles, chlorides, amination, complexes, catalysts |
| Related URLs: | http://www.ncbi.nlm.nih.gov/en...med_docsum http://dx.doi.org/10.1021/ol0341647 |
| Subjects: | Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| ePrint ID: | 19875 |
| URI: | http://eprints.soton.ac.uk/id/eprint/19875 |
| Deposited On: | 22 Feb 2006 |
| Last Modified: | 01 Jun 2011 12:04 |
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