Au-Pd alloy nanoparticles supported on layered double hydroxide for heterogeneously catalyzed aerobic oxidative dehydrogenation of cyclohexanols and cyclohexanones to phenols

Chemical Science
Xiongjie JinNoritaka Mizuno

Abstract

Phenol, an important industrial chemical, is widely produced using the well-developed cumene process. However, demand for the development of a novel alternative method for synthesizing phenol from benzene has been increasing. Herein, we report a novel system for the synthesis of phenols through aerobic oxidative dehydrogenation of cyclohexanols and cyclohexanones, including ketone-alcohol (KA) oil, catalyzed by Mg-Al-layered double hydroxide (LDH)-supported Au-Pd alloy nanoparticles (Au-Pd/LDH). Alloying of Au and Pd and basicity of LDH are key factors in achieving the present transformation. Although monometallic Au/LDH, Pd/LDH, and their physical mixture showed almost no catalytic activity, Au-Pd/LDH exhibited markedly high catalytic activity for the dehydrogenative phenol production. Mechanistic studies showed that β-H elimination from Pd-enolate species is accelerated by Au species, likely via electronic ligand effects. Moreover, the effect of supports was critical; despite the high catalytic performance of Au-Pd/LDH, Au-Pd bimetallic nanoparticles supported on Al2O3, TiO2, MgO, and CeO2 were ineffective. Thus, the basicity of LDH plays a deterministic role in the present dehydrogenation possibly through its assistance in t...Continue Reading

References

Sep 19, 2002·Journal of the American Chemical Society·Ana C AlbénizAyusman Sen
Oct 3, 2002·Chemical Communications : Chem Comm·Philip LandonGraham J Hutchings
Nov 26, 2004·Journal of the American Chemical Society·Robert W J ScottRichard M Crooks
Feb 3, 2005·Journal of the American Chemical Society·Robert W J ScottRichard M Crooks
Sep 22, 2005·Journal of the American Chemical Society·Jason M KeithWilliam A Goddard
Feb 24, 2006·Journal of the American Chemical Society·Melanie C DenneyKaren I Goldberg
Mar 22, 2006·Accounts of Chemical Research·Matthew S Sigman, David R Jensen
Jul 21, 2006·The Journal of Physical Chemistry. B·Garry GlaspellM Samy El-Shall
Sep 21, 2006·Angewandte Chemie·Keith M Gligorich, Matthew S Sigman
Mar 21, 2007·Journal of the American Chemical Society·Brian V Popp, Shannon S Stahl
Aug 7, 2007·Journal of the American Chemical Society·Jason M KeithJonas Oxgaard
Feb 19, 2009·Physical Chemistry Chemical Physics : PCCP·Jia ZhangPing Wu
May 2, 2009·Journal of the American Chemical Society·Marco ConteVictor Chechik
Jun 30, 2009·Physical Chemistry Chemical Physics : PCCP·Nikolaos DimitratosGraham J Hutchings
May 14, 2010·Langmuir : the ACS Journal of Surfaces and Colloids·James PritchardGraham J Hutchings
May 15, 2010·Angewandte Chemie·Takato MitsudomeKiyotomi Kaneda
Jul 29, 2010·Journal of the American Chemical Society·Jing XuYi-Fan Han
Feb 22, 2012·ACS Catalysis·Huan Cong, John A Porco
Oct 23, 2012·Chemical Communications : Chem Comm·Takato MitsudomeKiyotomi Kaneda
Oct 25, 2012·Chemical Society Reviews·Meenakshisundaram SankarGraham J Hutchings
Dec 28, 2012·Accounts of Chemical Research·Qiao ZhangYadong Yin
Jan 29, 2013·Accounts of Chemical Research·Leng Leng ChngJackie Y Ying
Mar 27, 2013·Journal of the American Chemical Society·Devendra J VyasClément Mazet
Apr 17, 2013·Accounts of Chemical Research·Graham J Hutchings, Christopher J Kiely
Nov 2, 2013·Accounts of Chemical Research·Jennifer K EdwardsGraham J Hutchings
Nov 23, 2013·Accounts of Chemical Research·Matthew S Ide, Robert J Davis

❮ Previous
Next ❯

Citations

Jun 9, 2017·Organic & Biomolecular Chemistry·Xue-Li LiuDan-Qian Xu
Feb 17, 2018·Advanced Materials·Hao FangQingsheng Wu
Nov 1, 2018·Organic & Biomolecular Chemistry·Xueli LiuTianlin Ma
Sep 20, 2017·Chemical Communications : Chem Comm·Yu KoizumiNoritaka Mizuno
Aug 2, 2017·Chemical Communications : Chem Comm·Zhong-Kang HanYi Gao

❮ Previous
Next ❯

Methods Mentioned

BETA
X-ray
plasmon resonance
NMR
column chromatography

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.