Synthesis of gold allyloxysulfonium complexes and elimination to form an α,β-unsaturated aldehyde.

Journal Article (Journal Article)

Treatment of the gold vinyl carbene/allylic cation complex (E)-[(IPr)AuC(H)C(H)C(4-C6H4OMe)2]+ OTf- with sulfoxides at -95 °C formed the corresponding gold allyloxysulfonium complexes [(IPr)AuC(H)(OSR2)C(H)[double bond, length as m-dash]C(4-C6H4OMe)2]+ OTf- [R = Me, -(CH2)4-, Ar] in ≥95 ± 5% NMR yield. Allyloxysulfonium gold complexes underwent elimination at or below room temperature to form 3,3-bis(4-methoxyphenyl)acrylaldehyde in ≥67% yield.

Full Text

Duke Authors

Cited Authors

  • Kim, N; Widenhoefer, RA

Published Date

  • November 2019

Published In

Volume / Issue

  • 55 / 91

Start / End Page

  • 13745 - 13748

PubMed ID

  • 31661087

Electronic International Standard Serial Number (EISSN)

  • 1364-548X

International Standard Serial Number (ISSN)

  • 1359-7345

Digital Object Identifier (DOI)

  • 10.1039/c9cc06589j


  • eng