4.8 Article

Conversion of alkanes to linear alkylsilanes using an iridium-iron-catalysed tandem dehydrogenation-isomerization-hydrosilylation

Journal

NATURE CHEMISTRY
Volume 8, Issue 2, Pages 157-161

Publisher

NATURE PUBLISHING GROUP
DOI: 10.1038/NCHEM.2417

Keywords

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Funding

  1. National Basic Research Program of China [2015CB856600]
  2. National Natural Science Foundation of China [21422209, 21432011, 21421091]
  3. Science and Technology Commission of Shanghai Municipality [13JC1406900]

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The conversion of inexpensive, saturated hydrocarbon feedstocks into value-added speciality chemicals using regiospecific, catalytic functionalization of alkanes is a major goal of organometallic chemistry. Linear alkylsilanes represent one such speciality chemical-they have a wide range of applications, including release coatings, silicone rubbers and moulding products. Direct, selective, functionalization of alkanes at primary C-H bonds is difficult and, to date, methods for catalytically converting alkanes into linear alkylsilanes are unknown. Here, we report a well-defined, dual-catalyst system for one-pot, two-step alkane silylations. The system comprises a pincer-ligated Ir catalyst for alkane dehydrogenation and an Fe catalyst that effects a subsequent tandem olefin isomerization-hydrosilylation. This method exhibits exclusive regioselectivity for the production of terminally functionalized alkylsilanes. This dual-catalyst strategy has also been applied to regioselective alkane borylations to form linear alkylboronate esters.

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