Jump to main content
Jump to site search


Chemo- and regioselective hydroformylation of alkenes with CO2/H2 over a bifunctional catalyst

Author affiliations

Abstract

As is well known, CO2 is an attractive renewable C1 resource and H2 is a cheap and clean reductant. Combining CO2 and H2 to prepare building blocks for high-value-added products is an attractive yet challenging topic in green chemistry. A general and selective rhodium-catalyzed hydroformylation of alkenes using CO2/H2 as a syngas surrogate is described here. With this protocol, the desired aldehydes can be obtained in up to 97% yield with 93/7 regioselectivity under mild reaction conditions (25 bar and 80 °C). The key to success is the use of a bifunctional Rh/PTA catalyst (PTA: 1,3,5-triaza-7-phosphaadamantane), which facilitates both CO2 hydrogenation and hydroformylation. Notably, monodentate PTA exhibited better activity and regioselectivity than common bidentate ligands, which might be ascribed to its built-in basic site and tris-chelated mode. Mechanistic studies indicate that the transformation proceeds through cascade steps, involving free HCOOH production through CO2 hydrogenation, fast release of CO, and rhodium-catalyzed conventional hydroformylation. Moreover, the unconventional hydroformylation pathway, in which HCOOAc acts as a direct C1 source, has also been proved to be feasible with superior regioselectivity to that of the CO pathway.

Graphical abstract: Chemo- and regioselective hydroformylation of alkenes with CO2/H2 over a bifunctional catalyst

Back to tab navigation

Supplementary files

Article information


Submitted
18 Nov 2020
Accepted
17 Dec 2020
First published
19 Dec 2020

Green Chem., 2021, Advance Article
Article type
Paper

Chemo- and regioselective hydroformylation of alkenes with CO2/H2 over a bifunctional catalyst

K. Hua, X. Liu, B. Wei, Z. Shao, Y. Deng, L. Zhong, H. Wang and Y. Sun, Green Chem., 2021, Advance Article , DOI: 10.1039/D0GC03913F

Social activity

Search articles by author

Spotlight

Advertisements