Rh-catalyzed alkoxycarbonylation of unactivated alkyl chlorides

Peng Wang, Yaxin Wang, Helfried Neumann, Matthias Beller

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

A general rhodium-catalyzed selective carbonylative coupling of unactivated alkyl chlorides with aliphatic alcohols or phenols to the corresponding esters is presented for the first time. Crucial for this transformation is the addition of sodium iodide, which provides in situ more active alkyl iodides. In the presence of a Rh(i)-DPPP catalyst system diverse esters (81 examples) including industrially relevant acetates from chloro- and dichloromethane can be prepared in a straightforward manner in up to 95% isolated yield. The used ligand not only affects the selectivity of the carbonylation reaction but also controls the selectivity of the preceding halide exchange step.

Original languageEnglish
Pages (from-to)13459-13465
Number of pages7
JournalChemical Science
Volume13
Issue number45
DOIs
StatePublished - 8 Nov 2022
Externally publishedYes

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