Rhodium-mediated assembly of new heterocycles: from borylenes to oxaboroles

dc.contributor.authorHsiang, Shou-Jen
dc.contributor.authorHayes, Paul G.
dc.date.accessioned2025-07-18T21:22:31Z
dc.date.available2025-07-18T21:22:31Z
dc.date.issued2025
dc.descriptionOpen access article. Creative Commons Attribution 4.0 International license (CC BY 4.0) applies
dc.description.abstractBase-stabilized rhodium borylene complex κ2-L(CO)Rh(BMes), 2; κ2-L=κ2-NN’-Rh,κ1-N−B-(2,5-[iPr2P=N(4-iPrC6H4)]2-N’(C4H2)−); Mes=mesityl, reacts with a series of alkynes (PhC≡C—R; R=Ph, Me, CO2Et, H) to yield unique structures whereby the alkyne has regioselectively added across boron and the carbon atom of a CO ligand. The resulting complexes, LRh[C(O)C(Ph)C(R)B(Mes)], 3R, react with additional CO to afford cycle-containing products, L(CO)Rhmathematical equation ), 5R, that ultimately release highly functionalized organic heterocycles of the form mathematical equation =NPipp (Pipp=4-iPrC6H4), 6. These oxaboroles, which were assembled from a primary hydroborane, CO, an alkyne, and an azide-generated NPipp, are structurally analogous to two of the five boron-containing therapeutics approved by the FDA.
dc.description.peer-reviewNo
dc.identifier.citationHsiang, S.-J., & Hayes, Paul G. (2025). Rhodium-mediated assembly of new heterocycles: From borylenes to oxaboroles. Angewandte Chemie Int. Ed., 64(10), Article e202421, https://doi.org/10.1002/anie.202421302302
dc.identifier.urihttps://hdl.handle.net/10133/7076
dc.language.isoen
dc.publisherWiley
dc.publisher.departmentDepartment of Chemistry and Biochemistry
dc.publisher.facultyArts and Science
dc.publisher.institutionUniversity of Lethbridge
dc.publisher.urlhttps://doi.org/10.1002/anie.202421302
dc.subjectCyclization
dc.subjectAlkyne
dc.subjectBorylene
dc.subjectRhodium
dc.subjectOxaborale
dc.titleRhodium-mediated assembly of new heterocycles: from borylenes to oxaboroles
dc.typeArticle
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