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词条 Hydrofunctionalization
释义

  1. Examples

  2. References

A hydrofunctionalization reaction is the addition of hydrogen and another univalent fragment (X) across a carbon-carbon or carbon-heteroatom multiple bond.[1] Often, the term hydrofunctionalization without modifier refers specifically to the use of the covalent hydride (H-X) as the source of hydrogen and X for this transformation. If other reagents are used to achieve the net addition of hydrogen and X across a multiple bond, the process may be referred to as a formal hydrofunctionalization.

For terminal olefins (or acetylenes), the regioselectivity of the process can be described as Markovnikov (addition of X at the substituted end) or anti-Markovnikov (addition of X at the unsubstituted end). Catalysts are frequently employed to control the chemo-, regio-, and stereoselectivity of hydrofunctionalization reactions.

Examples

Some of the better known classes of hydrofunctionalization reactions include the following:

  • Hydroboration
  • Hydrosilylation
  • Hydrometalation (including both transition or main group metal hydrides)
  • Hydroamination
  • (Olefin) hydration (addition of H2O across a double bond)
  • Hydroalkoxylation (also known as hydroetherification)
  • Hydrohalogenation
  • Hydrovinylation (including hydroarylation and olefin dimerization and others)
  • Hydroacylation
  • Hydroformylation (refers specifically to the addition of CHO and H using H2 and CO as reagents, also known as the oxo process)

References

1. ^{{Cite book|title=Hydrofunctionalization - Springer|volume = 43|doi=10.1007/978-3-642-33735-2|series = Topics in Organometallic Chemistry|year = 2013|isbn = 978-3-642-33734-5}}

1 : Chemistry

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