4.7 Article

Highly regio- and stereo-selective heterogeneous 1,3-diyne hydrosilylation controlled by a nickel-metalated porous organic polymer

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 17, Pages 4826-4832

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo00547b

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Funding

  1. National Natural Science Foundation of China [21772166, 91845101]
  2. NFFTBS [J1310024]

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The use of a porous organic polymer as a heterogeneous ligand in 1,3-diyne hydrosilylation reaction can significantly increase the selectivity and efficiency, showing promising prospects for industrial applications.
A porous organic polymer (POL-xantphos) was synthesized and employed as a heterogeneous ligand for nickel catalyzed highly regio- and stereo-selective 1,3-diyne hydrosilylation. A broad range of unsymmetrical and symmetrical 1,3-diynes can react with primary and secondary silanes to yield the corresponding silyl-functionalized 1,3-enynes. Owing to the confinement effect of the microporous structure, the selectivity of POL-xantphos greatly increased compared with that of the monomeric xantphos ligand. This is the first report on the use of a porous organic polymer as a regioselective and efficient heterogeneous ligand in 1,3-diyne hydrosilylation. The Earth-abundant base-metal catalyst, coordinated with a recyclable heterogeneous porous organic polymer, shows good prospects for industrial applications.

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