Triphenylborane in Metal-Free Catalysis
The development and application of new organoboron reagents as Lewis acids in synthesis and metal-free catalysis have dramatically expanded over the past 20 years. In this context, we will show the recent uses of the simple and relatively weak Lewis acid BPh<sub>3</sub>—discovered 100 ye...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-01-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/3/1340 |
| _version_ | 1797623674068533248 |
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| author | Suresh Mummadi Clemens Krempner |
| author_facet | Suresh Mummadi Clemens Krempner |
| author_sort | Suresh Mummadi |
| collection | DOAJ |
| description | The development and application of new organoboron reagents as Lewis acids in synthesis and metal-free catalysis have dramatically expanded over the past 20 years. In this context, we will show the recent uses of the simple and relatively weak Lewis acid BPh<sub>3</sub>—discovered 100 years ago—as a metal-free catalyst for various organic transformations. The first part will highlight catalytic applications in polymer synthesis such as the copolymerization of epoxides with CO<sub>2</sub>, isocyanate, and organic anhydrides to various polycarbonate copolymers and controlled diblock copolymers as well as alternating polyurethanes. This is followed by a discussion of BPh<sub>3</sub> as a Lewis acid component in the frustrated Lewis pair (FLP) mediated cleavage of hydrogen and hydrogenation catalysis. In addition, BPh<sub>3</sub>-catalyzed reductive N-methylations and C-methylations with CO<sub>2</sub> and silane to value-added organic products will be covered as well along with BPh<sub>3</sub>-catalyzed cycloadditions and insertion reactions. Collectively, this mini-review showcases the underexplored potential of commercially available BPh<sub>3</sub> in metal-free catalysis. |
| first_indexed | 2024-03-11T09:32:11Z |
| format | Article |
| id | doaj.art-3b78656171b045f799b6a3fb2ff6e9ea |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-11T09:32:11Z |
| publishDate | 2023-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-3b78656171b045f799b6a3fb2ff6e9ea2023-11-16T17:31:04ZengMDPI AGMolecules1420-30492023-01-01283134010.3390/molecules28031340Triphenylborane in Metal-Free CatalysisSuresh Mummadi0Clemens Krempner1Department of Natural Sciences, The University of Virginia’s College, Wise, VA 24293-4400, USADepartment of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX 79409-1061, USAThe development and application of new organoboron reagents as Lewis acids in synthesis and metal-free catalysis have dramatically expanded over the past 20 years. In this context, we will show the recent uses of the simple and relatively weak Lewis acid BPh<sub>3</sub>—discovered 100 years ago—as a metal-free catalyst for various organic transformations. The first part will highlight catalytic applications in polymer synthesis such as the copolymerization of epoxides with CO<sub>2</sub>, isocyanate, and organic anhydrides to various polycarbonate copolymers and controlled diblock copolymers as well as alternating polyurethanes. This is followed by a discussion of BPh<sub>3</sub> as a Lewis acid component in the frustrated Lewis pair (FLP) mediated cleavage of hydrogen and hydrogenation catalysis. In addition, BPh<sub>3</sub>-catalyzed reductive N-methylations and C-methylations with CO<sub>2</sub> and silane to value-added organic products will be covered as well along with BPh<sub>3</sub>-catalyzed cycloadditions and insertion reactions. Collectively, this mini-review showcases the underexplored potential of commercially available BPh<sub>3</sub> in metal-free catalysis.https://www.mdpi.com/1420-3049/28/3/1340triphenyl boranemetal-free catalysisLewis acidfrustrated Lewis paircycloadditionhydrogenation |
| spellingShingle | Suresh Mummadi Clemens Krempner Triphenylborane in Metal-Free Catalysis Molecules triphenyl borane metal-free catalysis Lewis acid frustrated Lewis pair cycloaddition hydrogenation |
| title | Triphenylborane in Metal-Free Catalysis |
| title_full | Triphenylborane in Metal-Free Catalysis |
| title_fullStr | Triphenylborane in Metal-Free Catalysis |
| title_full_unstemmed | Triphenylborane in Metal-Free Catalysis |
| title_short | Triphenylborane in Metal-Free Catalysis |
| title_sort | triphenylborane in metal free catalysis |
| topic | triphenyl borane metal-free catalysis Lewis acid frustrated Lewis pair cycloaddition hydrogenation |
| url | https://www.mdpi.com/1420-3049/28/3/1340 |
| work_keys_str_mv | AT sureshmummadi triphenylboraneinmetalfreecatalysis AT clemenskrempner triphenylboraneinmetalfreecatalysis |