A bifunctional cerium phosphate catalyst for chemoselective acetalization

Chemical Science
Shunsuke KanaiMichikazu Hara

Abstract

Acid-base solid catalysts synthesized with structurally controlled uniform active sites can lead to unique catalysis. In this study, a CePO4 catalyst was synthesized using a hydrothermal method and found to exhibit high catalytic performance for the chemoselective acetalization of 5-hydroxymethylfurfural with alcohols, in sharp contrast to other homogeneous and heterogeneous acid and/or base catalysts. In the presence of CePO4, various combinations of carbonyl compounds and alcohols are efficiently converted into the corresponding acetal derivatives in good to excellent yields. Mechanistic studies show that CePO4 most likely acts as a bifunctional catalyst through the interaction of uniform Lewis acid and weak base sites with 5-hydroxymethylfurfural and alcohol molecules, respectively, which results in high catalytic performance.

References

Apr 17, 2002·Accounts of Chemical Research·Shu Kobayashi, Kei Manabe
Apr 12, 2008·Accounts of Chemical Research·Daniel H PaullThomas Lectka
Jul 30, 2008·Chemistry, an Asian Journal·Ken MotokuraYasuhiro Iwasawa
May 21, 2010·ChemSusChem·Laurence Vivier, Daniel Duprez
Sep 28, 2010·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·W JastrzębskiK Bułat
Mar 5, 2011·Journal of the American Chemical Society·Kiyotaka NakajimaMichikazu Hara
Jun 8, 2012·Angewandte Chemie·Toshihiro KimuraNoritaka Mizuno
Feb 12, 2013·Chemical Reviews·Robert-Jan van PuttenJohannes G de Vries

❮ Previous
Next ❯

Citations

Feb 27, 2019·Chemical Communications : Chem Comm·Ayaka SatoYasushi Sekine
Aug 14, 2019·Chemistry, an Asian Journal·Murugan SubaramanianEkambaram Balaraman
Nov 7, 2018·Journal of Materials Chemistry. B, Materials for Biology and Medicine·G VinothkumarK Suresh Babu
Aug 2, 2017·Journal of the American Chemical Society·Tasuku KomanoyaMichikazu Hara
Dec 24, 2019·ACS Applied Materials & Interfaces·Masanori NagaoYuichi Kamiya
Jan 8, 2019·Journal of the American Chemical Society·Eri HayashiMichikazu Hara

❮ Previous
Next ❯

Methods Mentioned

BETA
acylation
X-ray
scanning electron microscopy
nuclear magnetic resonance

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.