Issue 28, 2024

Highly (regio)selective hydroformylation of olefins using self-assembling phosphines

Abstract

New phosphines with self-assembling 6-pyridinone moities were prepared, characterized, and examined in the hydroformylation of diverse olefins. Testing various known and novel ligands in the presence of [Rh(acac)(CO)2] under industrially relevant conditions, the hydroformylation of 1-octene proceeds best with 6,6′-(phenylphosphanediyl)bis(pyridin-2(1H)-one) (DPONP). Control experiments and modelling studies indicate dimerization of this ligand at higher temperatures (>100 °C). The optimal catalyst system is able to conserve high product linearity (>90%) for a broad range of olefins at industrially-employed temperatures at low ligand loading.

Graphical abstract: Highly (regio)selective hydroformylation of olefins using self-assembling phosphines

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Article information

Article type
Paper
Submitted
02 mei 2024
Accepted
04 jun 2024
First published
06 jun 2024
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2024,22, 5850-5855

Highly (regio)selective hydroformylation of olefins using self-assembling phosphines

P. Fablet, M. D. Fernandez-Martinez, A. Spannenberg, H. Jiao, R. Jackstell and M. Beller, Org. Biomol. Chem., 2024, 22, 5850 DOI: 10.1039/D4OB00714J

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