A novel Pt/C‐catalyzed transfer hydrogenation reaction of p‐benzoquinone to produce p‐hydroquinone using cyclohexanone as an unexpectedly effective hydrogen source

Abstract

A new method for the production of p‐hydroquinone via a Pt/C‐catalyzed reduction of p‐benzoquinone is developed. Different from the conventional transfer hydrogenation reactions that usually use secondary alcohols such as isopropanol as the hydrogen source, in this work, it is unexpectedly found that cyclohexanone is a more effective hydrogen source than secondary alcohols, even cyclohexanol. This reaction affords acceptable yields of p‐hydroquinone with very high turnover number (1109) of the Pt/C catalyst. A mechanism of this interesting reaction is proposed on the basis of the results of a series of control experiments, GC–MS analysis as well as dynamic studies.

Degradable Redox-Responsive Polyolefins

“…In fact, to obtain polyethylene-like materials, hydrogenation of the polymers with either Pd/C or the Fischer carbene derivative of the first generation Grubbs catalyst has been recognized as a valuable method; nevertheless, attempts to hydrogenate the backbone olefins were ineffective because of the lability of TMBQ motifs in the presence of the diverse hydrogenation agents. 25 Successful postpolymerization was assessed through a catalyst-and metalfree N-bromosuccinimide (NBS)-initiated electrophilic multicomponent postpolymerization functionalization. 26 In an illustrative postmodification example, the internal olefin functions of P1 were decorated with bromine and pentafluorophenyl (PFP) motifs via a chiral alkoxyether bond to yield polymer P1-M (Figure 5).…”

“…In order to present an additional method to bring functionality into the redox-responsive polymer P1 and further tune its properties, postpolymerization functionalization was explored. In fact, to obtain polyethylene-like materials, hydrogenation of the polymers with either Pd/C or the Fischer carbene derivative of the first generation Grubbs catalyst has been recognized as a valuable method; nevertheless, attempts to hydrogenate the backbone olefins were ineffective because of the lability of TMBQ motifs in the presence of the diverse hydrogenation agents . Successful postpolymerization was assessed through a catalyst- and metal-free N -bromosuccinimide (NBS)-initiated electrophilic multicomponent postpolymerization functionalization .…”

A highly sensitive electrochemical biosensor for the detection of hydroquinone based on a magnetic covalent organic framework and enzyme for signal amplification

“…Hydroquinone is a phenolic compound and plays a pivotal role in several fields such as pesticides, cosmetics, photostabilizers, medicines, and plastics. [1][2][3] As a kind of natural environmental pollutant, which mostly comes from multifarious industrial wastewater, even a low concentration of hydroquinone may cause dizziness, edema of the internal organs, hypoesthesia, and puking. Therefore, developing a rapid, reliable, and sensitive method for hydroquinone detection is necessary for environmental samples.…”