Hydroalkylation of Aryl Alkenes with Organohalides Catalyzed by Molybdenum Oxido Based Lewis Pairs

Niklas Zwettler, Antoine Dupé, Sumea Klokić, Angela Milinković, Dado Rodić, Simon Walg, Dmytro Neshchadin, Ferdinand Belaj, Nadia C. Mösch-Zanetti*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Three molybdenum(VI) dioxido complexes [MoO2(L)2] bearing Schiff base ligands were reacted with B(C6F5)3 to afford the corresponding adducts [MoO{OB(C6F5)3}(L)2], which were fully characterized. They exhibit Frustrated Lewis-Pairs reactivity when reacting with silanes. Especially, the [MoO{OB(C6F5)3}(L)2] complex with L=2,4-dimethyl-6-((phenylimino)methyl)phenol proved to be active as catalyst for the hydroalkylation of aryl alkenes with organohalides and for the Atom-Transfer Radical Addition (ATRA) of organohalides to aliphatic alkenes. A series of gem-dichloride and gem-dibromide compounds with potential for further derivatization were synthesized from simple alkenes and organohalides, like chloroform or bromoform, using low catalyst loading. (Figure presented.).

Original languageEnglish
Pages (from-to)3170-3182
Number of pages13
JournalAdvanced Synthesis and Catalysis
Volume362
Issue number15
DOIs
Publication statusPublished - 4 Aug 2020

Keywords

  • C−C coupling
  • Frustrated Lewis pairs
  • Hydroalkylation
  • Molybdenum-oxido complexes
  • Silanes

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Hydroalkylation of Aryl Alkenes with Organohalides Catalyzed by Molybdenum Oxido Based Lewis Pairs'. Together they form a unique fingerprint.

Cite this