硼氢化
磷化氢
化学
催化作用
过渡金属
硼
产量(工程)
选择性
炔烃
药物化学
区域选择性
立体化学
组合化学
有机化学
材料科学
冶金
作者
Swetha Jos,Connor Szwetkowski,Carla Slebodnick,Robert Ricker,Ka Lok Chan,Wing Cheong Chan,Udo Radius,Zhenyang Lin,Todd B. Marder,Webster L. Santos
标识
DOI:10.1002/chem.202202349
摘要
Abstract We report a transition metal‐free, regio‐ and stereo‐selective, phosphine‐catalyzed method for the trans hydroboration of 1,3‐diynes with pinacolborane that affords ( E )‐1‐boryl‐1,3‐enynes. The reaction proceeds with excellent selectivity for boron addition to the external carbon of the 1,3‐diyne framework as unambiguously established by NMR and X‐ray crystallographic studies. The reaction displays a broad substrate scope including unsymmetrical diynes to generate products in high yield (up to 95 %). Experimental and theoretical studies suggest that phosphine attack on the alkyne is a key process in the catalytic cycle.
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