Visible-Light-Induced trans-Hydroboration of Diaryl Alkynes Utilizing Excited State of Borate Complexes.
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DOI: 10.1021/acs.orglett.4c00268
Abstract: We have developed visible-light-induced trans-hydroboration of diaryl alkynes via direct photoexcitation of in-situ-generated diboron complexes, affording previously elusive (E)-1,2-diaryl-vinylboronates with high stereoselectivity. Experimental, spectroscopic, and theoretical mechanistic studies revealed that the triplet-state borate complex facilitates… read more here.
Keywords: visible light; light induced; hydroboration diaryl; induced trans ... See more keywords
Expedient access to bora-butenolide bioisosteres by counteranion-mediated trans-hydroboration of alkynes
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DOI: 10.1038/s41467-025-60052-5
Abstract: The hydroboration of alkynes is a textbook example of a syn-selective concerted addition reaction, while trans-selective additions of borane to alkynes remain to be developed. We herein report a transition metal-free anti-addition of pinacolborane to… read more here.
Keywords: hydroboration alkynes; counteranion; hydroboration; trans hydroboration ... See more keywords
Metal-free trans-hydroboration without a B-H bond: reactions of propargyl amines with Lewis acidic boranes.
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DOI: 10.1039/d2cc02687b
Abstract: The first alkyne trans-hydroboration reaction without a B-H bond was described. This was achieved by reactions of propargyl amines with Lewis acidic boranes under mild conditions. The mechanism involved borane-mediated alkyne activation and intramolecular hydride… read more here.
Keywords: reactions propargyl; without bond; propargyl amines; trans hydroboration ... See more keywords
Ligand-controlled regiodivergent Ni-catalyzed trans-hydroboration/carboboration of internal alkynes with B2pin2
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DOI: 10.1039/d3sc04184k
Abstract: Unprecedented regioselective trans-hydroboration and carboboration of unbiased electronically internal alkynes were realized via a nickel catalysis system with the aid of the directing group strategy. Furthermore, the excellent α- and β-regioselectivity could be accurately switched… read more here.
Keywords: controlled regiodivergent; ligand controlled; trans hydroboration; hydroboration carboboration ... See more keywords