Silver Effect in Regiodivergent Gold-Catalyzed Hydroaminations

Marcos Veguillas, Georgina M. Rosair, Magnus Bebbington, Ai Lan Lee

Research output: Contribution to journalArticleResearchpeer-review

Abstract

We report a silver-induced switching of regioselectivity in gold-catalyzed reactions, and we provide mechanistic evidence to suggest a true "silver effect": that is, one that is implicated in the catalytic process itself, via σ-gold π-silver acetylides. These results are of significance because they clearly show that the use of silver as halide abstractors in gold-catalyzed reactions may result in "silver effects" when terminal alkyne substrates are involved.

Original languageEnglish
Pages (from-to)2552-2557
Number of pages6
JournalACS Catalysis
Volume9
Issue number3
DOIs
StatePublished - 1 Mar 2019

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Silver
Gold
Regioselectivity
Alkynes
Substrates

Keywords

  • digold
  • gold
  • gold acetylide
  • hydroamination
  • regiodivergent
  • silver
  • silver-effect

Cite this

Veguillas, Marcos ; Rosair, Georgina M. ; Bebbington, Magnus ; Lee, Ai Lan. / Silver Effect in Regiodivergent Gold-Catalyzed Hydroaminations. In: ACS Catalysis. 2019 ; Vol. 9, No. 3. pp. 2552-2557.
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Silver Effect in Regiodivergent Gold-Catalyzed Hydroaminations. / Veguillas, Marcos; Rosair, Georgina M.; Bebbington, Magnus; Lee, Ai Lan.

In: ACS Catalysis, Vol. 9, No. 3, 01.03.2019, p. 2552-2557.

Research output: Contribution to journalArticleResearchpeer-review

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AU - Bebbington, Magnus

AU - Lee, Ai Lan

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N2 - We report a silver-induced switching of regioselectivity in gold-catalyzed reactions, and we provide mechanistic evidence to suggest a true "silver effect": that is, one that is implicated in the catalytic process itself, via σ-gold π-silver acetylides. These results are of significance because they clearly show that the use of silver as halide abstractors in gold-catalyzed reactions may result in "silver effects" when terminal alkyne substrates are involved.

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