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Pyridyl Directed Catalyst-Free trans-Hydroboration of Internal Alkynes

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Figshare2016-02-12 更新2026-04-29 收录
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https://figshare.com/articles/dataset/Pyridyl_Directed_Catalyst_Free_i_trans_i_Hydroboration_of_Internal_Alkynes/2080096
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We report the first examples of straightforward trans-hydroboration of internal alkynes at room temperature with 9-BBN, producing five-membered BN-heterocycles. Contrary to conventional cis-hydroboration, we demonstrate that the introduction of a pyridyl group switches the stereoselectivity of the reaction. A hydride migration mechanism has been proposed and supported by DFT calculations for the trans-hydroboration. This new hydroboration approach allows facile construction of new blue fluorescent BN-heterocyclic compounds.
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2016-02-12
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