Development of Highly Efficient Platinum Catalysts for Hydroalkoxylation and Hydroamination of Unactivated Alkene

Hydrofunctionalization, the direct additon of an X–H (e.g., X = O, N) bond across an alkene, is a desirable strategy to make heterocycles that are important structural components of naturally occurring molecules. Described here is the design and discovery of “donor–acceptor”-type platinum catalysts that are highly effective in both hydroalkoxylation and hydroamination of unactivated alkenes over a broad range of substrates under mild conditions. A number of alkene substitution patterns were accommodated, including tri-substituted, 1,1-disubstituted, (E)-disubstituted, (Z)-disubstituted and even mono-substituted double bonds. Detailed mechanistic investigations suggest a plausible pathway that includes an unexpected dissociation/re-association of the electron-deficient ligand to form an alkene-bound “donor–acceptor”-type intermediate. These mechanistic studies help understand the origins of the high reactivity exhibited by the catalytic system, and provide a foundation for the rational design of chiral catalysts towards asymmetric hydrofunctionalization reactions.

• Publication year

  2020

• Venue

  Unknown venue

• Publication date

  2020-10-06

• Fields of study

  Not labeled

• Identifiers
  DOI 10.21203/rs.3.rs-82534/v1
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  Open on Semantic Scholar

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  Semantic Scholar

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• No concepts are published for this paper.

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