Integration of Milstein Ru-PNN and Rh-Tribi/Tetrabi for Isomerization Linear Selective Hydroformylation of Far Internal Alkenes

Runtong Zhang; Xin Yan; Caiyou Chen; Ya-Nan Duan; Xintong He; Shao-Tao Bai; Xumu Zhang

doi:10.1021/acs.joc.2c02423

Integration of Milstein Ru-PNN and Rh-Tribi/Tetrabi for Isomerization Linear Selective Hydroformylation of Far Internal Alkenes

J Org Chem. 2022 Dec 16;87(24):16941-16946. doi: 10.1021/acs.joc.2c02423. Epub 2022 Dec 6.

Authors

Runtong Zhang¹, Xin Yan¹, Caiyou Chen¹, Ya-Nan Duan², Xintong He^{2

3}, Shao-Tao Bai⁴, Xumu Zhang¹

Affiliations

¹ Department of Chemistry and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, China.
² Chemistry and Chemical Engineering Guangdong Laboratory, Shantou 515031, China.
³ Department of Chemistry, The Hong Kong University of Science and Technology, Hong Kong S.A.R. 999077, China.
⁴ Academy for Advanced Interdisciplinary Studies and Department of Chemistry, Southern University of Science and Technology, Shenzhen 518055, China.

PMID: 36473047
DOI: 10.1021/acs.joc.2c02423

Abstract

Converting cheap and abundant internal alkenes to value-added linear aldehydes is of great importance but not an addressed issue. In this paper, an integration of a Milstein-type Ru-PNN catalyst and our Rh-Tribi/Tetrabi catalyst was first demonstrated in highly improved isomerization linear selective hydroformylation of 2-, 3-, and 4-alkenes, yielding excellent linear selectivities and activities (linear selectivity improvements of 2.2-58%, up to 94.2-98.6%, and turnover numbers improvements of 61-335 TON, up to 385-851) compared to the Ru-PNN/Rh-Bisbi system.