Me[subscript 3](OMe)tBuXPhos: A Surrogate Ligand for Me[subscript 4]tBuXPhos in Palladium-Catalyzed C-N and C-O Bond-Forming Reactions
A new biarylphosphine ligand, Me[subscript 3](OMe)tBuXPhos (L3), was designed as a surrogate for Me[subscript 4]tBuXPhos (L1). The Me[subscript 3](OMe)tBuXPhos could be prepared in a chromatography-free manner from inexpensive and readily available 2,3,6-trimethylphenol. Comparative studies demonstr...
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| Format: | Article |
| Language: | en_US |
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American Chemical Society (ACS)
2013
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| Online Access: | http://hdl.handle.net/1721.1/81960 https://orcid.org/0000-0003-3875-4775 |
| _version_ | 1811071917347569664 |
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| author | Ueda, Satoshi Fors, Brett P. Ali, Siraj Z. Buchwald, Stephen Leffler |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Ueda, Satoshi Fors, Brett P. Ali, Siraj Z. Buchwald, Stephen Leffler |
| author_sort | Ueda, Satoshi |
| collection | MIT |
| description | A new biarylphosphine ligand, Me[subscript 3](OMe)tBuXPhos (L3), was designed as a surrogate for Me[subscript 4]tBuXPhos (L1). The Me[subscript 3](OMe)tBuXPhos could be prepared in a chromatography-free manner from inexpensive and readily available 2,3,6-trimethylphenol. Comparative studies demonstrated that a catalyst based on Me[subscript 3](OMe)tBuXPhos displayed the same reactivity as a catalyst based on Me[subscript 4]tBuXPhos for Pd-catalyzed C–N and C–O bond-forming processes. |
| first_indexed | 2024-09-23T08:58:05Z |
| format | Article |
| id | mit-1721.1/81960 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T08:58:05Z |
| publishDate | 2013 |
| publisher | American Chemical Society (ACS) |
| record_format | dspace |
| spelling | mit-1721.1/819602022-09-26T09:32:14Z Me[subscript 3](OMe)tBuXPhos: A Surrogate Ligand for Me[subscript 4]tBuXPhos in Palladium-Catalyzed C-N and C-O Bond-Forming Reactions Ueda, Satoshi Fors, Brett P. Ali, Siraj Z. Buchwald, Stephen Leffler Massachusetts Institute of Technology. Department of Chemistry Ueda, Satoshi Ali, Siraj Z. Fors, Brett P. Buchwald, Stephen Leffler A new biarylphosphine ligand, Me[subscript 3](OMe)tBuXPhos (L3), was designed as a surrogate for Me[subscript 4]tBuXPhos (L1). The Me[subscript 3](OMe)tBuXPhos could be prepared in a chromatography-free manner from inexpensive and readily available 2,3,6-trimethylphenol. Comparative studies demonstrated that a catalyst based on Me[subscript 3](OMe)tBuXPhos displayed the same reactivity as a catalyst based on Me[subscript 4]tBuXPhos for Pd-catalyzed C–N and C–O bond-forming processes. National Institutes of Health (U.S.) (GM58160) Massachusetts Institute of Technology. Undergraduate Research Opportunities Program Bristol-Myers Squibb Company (Graduate Fellowship) 2013-11-04T14:04:14Z 2013-11-04T14:04:14Z 2012-02 2011-12 Article http://purl.org/eprint/type/JournalArticle 0022-3263 1520-6904 http://hdl.handle.net/1721.1/81960 Ueda, Satoshi, Siraj Ali, Brett P. Fors, and Stephen L. Buchwald. “Me3(OMe)tBuXPhos: A Surrogate Ligand for Me4tBuXPhos in Palladium-Catalyzed C–N and C–O Bond-Forming Reactions.” The Journal of Organic Chemistry 77, no. 5 (March 2, 2012): 2543-2547. https://orcid.org/0000-0003-3875-4775 en_US http://dx.doi.org/10.1021/jo202537e The Journal of Organic Chemistry Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. application/pdf American Chemical Society (ACS) PMC |
| spellingShingle | Ueda, Satoshi Fors, Brett P. Ali, Siraj Z. Buchwald, Stephen Leffler Me[subscript 3](OMe)tBuXPhos: A Surrogate Ligand for Me[subscript 4]tBuXPhos in Palladium-Catalyzed C-N and C-O Bond-Forming Reactions |
| title | Me[subscript 3](OMe)tBuXPhos: A Surrogate Ligand for Me[subscript 4]tBuXPhos in Palladium-Catalyzed C-N and C-O Bond-Forming Reactions |
| title_full | Me[subscript 3](OMe)tBuXPhos: A Surrogate Ligand for Me[subscript 4]tBuXPhos in Palladium-Catalyzed C-N and C-O Bond-Forming Reactions |
| title_fullStr | Me[subscript 3](OMe)tBuXPhos: A Surrogate Ligand for Me[subscript 4]tBuXPhos in Palladium-Catalyzed C-N and C-O Bond-Forming Reactions |
| title_full_unstemmed | Me[subscript 3](OMe)tBuXPhos: A Surrogate Ligand for Me[subscript 4]tBuXPhos in Palladium-Catalyzed C-N and C-O Bond-Forming Reactions |
| title_short | Me[subscript 3](OMe)tBuXPhos: A Surrogate Ligand for Me[subscript 4]tBuXPhos in Palladium-Catalyzed C-N and C-O Bond-Forming Reactions |
| title_sort | me subscript 3 ome tbuxphos a surrogate ligand for me subscript 4 tbuxphos in palladium catalyzed c n and c o bond forming reactions |
| url | http://hdl.handle.net/1721.1/81960 https://orcid.org/0000-0003-3875-4775 |
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