Iridium-catalyzed highly efficient chemoselective reduction of aldehydes in water using formic acid as the hydrogen source

Iridium-catalyzed highly efficient chemoselective reduction of aldehydes in water using formic acid as the hydrogen source

Green Chem., 2017, Advance Article
DOI: 10.1039/C7GC01289F, Paper
Zhanhui Yang, Zhongpeng Zhu, Renshi Luo, Xiang Qiu, Ji-tian Liu, Jing-Kui Yang, Weiping Tang
A highly efficient iridium catalyst is developed for the chemoselective reduction of aldehydes to alcohols in water, using formic acid as a reductant.

Green Chemistry

Iridium-catalyzed highly efficient chemoselective reduction of aldehydes in water using formic acid as the hydrogen source

Abstract

A water-soluble highly efficient iridium catalyst is developed for the chemoselective reduction of aldehydes to alcohols in water. The reduction uses formic acid as the traceless reducing agent and water as a solvent. It can be carried out in air without the need for inert atmosphere protection. The products can be purified by simple extraction without any column chromatography. The catalyst loading can be as low as 0.005 mol% and the turn-over frequency (TOF) is as high as 73 800 mol mol−1 h−1. A wide variety of functional groups, such as electron-rich or deficient (hetero)arenes and alkenes, alkyloxy groups, halogens, phenols, ketones, esters, carboxylic acids, cyano, and nitro groups, are all well tolerated, indicating excellent chemoselectivity.

http://pubs.rsc.org/en/Content/ArticleLanding/2017/GC/C7GC01289F?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

Image result for 4-Methoxybenzyl alcohol

4-Methoxybenzyl alcohol (2a)2 . Yellowish oil. Yield: 273 mg, 99%.

1H NMR (400 MHz, CDCl3) δ 7.23 (d, J = 8.8 Hz, 2H), 6.85 (d, J = 8.7 Hz, 2H), 4.52 (s, 2H), 3.76 (s, 3H).

13C NMR (101 MHz, CDCl3) δ 159.07, 133.23, 128.63, 113.89, 64.73, 55.30, 55.26.

Zhanhui Yang

Zhanhui Yang

School of Pharmacy, University of Wisconsin–Madison, Madison, USA
E-mail:weiping.tang@wisc.edu

Organic Chemistry, Green Chemistry, Catalysis

PhD student
Beijing University of Chemical Technology
Organic Chemistry
Beijing, China
Image result for School of Pharmacy, University of Wisconsin–Madison, Madison, USA
School of Pharmacy, University of Wisconsin–Madison, Madison, USA
Image result for School of Pharmacy, University of Wisconsin–Madison, Madison, USA

Image result for School of Pharmacy, University of Wisconsin–Madison, Madison, USA

Image result for School of Pharmacy, University of Wisconsin–Madison, Madison, USA

4-Methoxybenzyl alcohol

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