527-18-4Relevant academic research and scientific papers
Proton Order-Disorder Phenomena in a Hydrogen-Bonded Rhodium-η5-Semiquinone Complex: A Possible Dielectric Response Mechanism
Mitsumi, Minoru,Ezaki, Kazunari,Komatsu, Yuuki,Toriumi, Koshiro,Miyatou, Tatsuya,Mizuno, Motohiro,Azuma, Nobuaki,Miyazaki, Yuji,Nakano, Motohiro,Kitagawa, Yasutaka,Hanashima, Takayasu,Kiyanagi, Ryoji,Ohhara, Takashi,Nakasuji, Kazuhiro
, p. 9682 - 9696 (2015)
A newly synthesized one-dimensional (1D) hydrogen-bonded (H-bonded) rhodium(II)-η5-semiquinone complex, [CpRh(η5-p-HSQ-Me4)]PF6 ([1]PF6; Cp=1,2,3,4,5-pentamethylcyclopentadienyl; HSQ=semiquinone) exhi
Preparation, crystal structure and photochemistry of a novel molecular compound between duroquinone and durene
Koshima, Hideko,Yao, Xinkan,Wang, Honggen,Wang, Ruji,Matsuura, Teruo
, p. 4801 - 4804 (1994)
A 2:1 crystalline molecular compound (3) of duroquinone (1) and durene (2) has been prepared in two ways of evaporating the solution and solidifying the melt. The crystal structure of 3 was determined by X-ray crystallography. Irradiation of 3 caused the intermolecular hydrogen abstraction reaction, which was specific in the solid state, to give durohydroquinone (4) and a photoadduct (5).
Understanding the binding properties of phosphorylated glycoluril-derived molecular tweezers and selective nanomolar binding of natural polyamines in aqueous solution
Heilmann, Michael,Knezevic, Melina,Piccini, Giovannimaria,Tiefenbacher, Konrad
supporting information, p. 3628 - 3633 (2021/05/04)
A modular synthetic platform for the construction of flexible glycoluril-derived molecular tweezers was developed. The binding properties of four exemplary supramolecular hosts obtained via this approach towards 16 organic amines were investigated by means of 1H NMR titration. In this work, we compare the Ka values obtained this way with those of three structurally related molecular tweezers and provide a computational approach towards an explanation of the observed behavior of those novel hosts. The results showcase that certain structural modifications lead to very potent and selective binders of natural polyamines, with observed binding of spermine below 10 nM. This journal is
1-Methyl-1,4-cyclohexadiene as a Traceless Reducing Agent for the Synthesis of Catechols and Hydroquinones
Baschieri, Andrea,Amorati, Riccardo,Valgimigli, Luca,Sambri, Letizia
, p. 13655 - 13664 (2019/10/28)
Pro-aromatic and volatile 1-methyl-1,4-cyclohexadiene (MeCHD) was used for the first time as a valid H-atom source in an innovative method to reduce ortho or para quinones to obtain the corresponding catechols and hydroquinones in good to excellent yields. Notably, the excess of MeCHD and the toluene formed as the oxidation product can be easily removed by evaporation. In some cases, trifluoroacetic acid as a catalyst was added to obtain the desired products. The reaction proceeds in air and under mild conditions, without metal catalysts and sulfur derivatives, resulting in an excellent and competitive method to reduce quinones. The mechanism is attributed to a radical reaction triggered by a hydrogen atom transfer from MeCHD to quinones, or, in the presence of trifluoroacetic acid, to a hydride transfer process.
Reactivity of iPrPCPIrH4 with para-benzoquinones
Wilklow-Marnell, Miles,Brennessel, William W.,Jones, William D.
, p. 209 - 214 (2017/11/24)
In the interest of investigating new hydrogen acceptors for pincer–iridium catalyzed dehydrogenations with the ability to be catalytically recycled, a series of para-benzoquinones have been reacted with iPrPCPIrH4 in various solvents and conditions. Preliminary results indicate that a wide range of quinones are capable of dehydrogenating iPrPCPIrH4, and that several turn-overs in alcohol dehydrogenation by iPrPCPIr are possible at room temperature using benzoquinone acceptors. However, strong acceptor–catalyst interactions are inhibitory toward catalysis when the acceptor is used in excess. A new class of (bis)-η2 pi-adducts, formed between iPrPCPIr and benzoquinones, nicknamed “barber-chairs”, has been identified and 3 examples have been characterized.
Pd0-PyPPh2@porous organic polymer: Efficient heterogeneous nanoparticle catalyst for dehydrogenation of 3-methyl-2-cyclohexen-1-one without extra oxidants and hydrogen acceptors
Chen, Xingkun,Wang, Wenlong,Zhu, Hejun,Yang, Wenshao,Ding, Yunjie
, p. 49 - 56 (2018/07/24)
In this contribution, we have developed an efficient and recyclable porous organic polymer (POP) supported Pd nanoparticle catalyst (Pd°-PyPPh2@POP) for dehydrogenation of 3-methyl-2-cyclohexen-1-one. This heterogeneous catalytic system represents a totally clean process without using any extra oxidant and hydrogen acceptors. The SEM-EDS mapping images of the Pd°-PyPPh2@POP catalyst reveal the highly uniformly dispersed character of C, Pd, P and N elements. The coordination bonds between Pd nanoparticle and exposed P atom as well as N atom on the surface of PyPPh2@POP polymer are confirmed by means of solid-state 31P NMR and XPS. Importantly, both P atom and pyridyl ring on the PyPPh2@POP polymer are themselves used as solid base over the Pd°-PyPPh2@POP catalyst, leading to a catalytic conversion of 88.2% even without the employment of inorganic base additives (K2CO3). Our results have provided a strategy for designing highly active bifunctional POP supported nanoparticle catalysts.
Method for preparing hydrocarbyl phenol by catalytic conversion of phenolic compound in presence of molybdenum-based catalyst
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Paragraph 0043-0044; 0070, (2018/04/02)
The invention discloses a method for preparing hydrocarbyl phenol by catalytic conversion of a phenolic compound in the presence of a molybdenum-based catalyst. The method comprises mixing a phenoliccompound, a molybdenum-based catalyst and a reaction solvent, adding the mixture into a sealed reactor, feeding gas into the reactor, heating the mixture to 150-350 DEG C, carrying out stirring for areaction for 0.5-2h, then filtering to remove a solid catalyst and carrying out rotary evaporateion to obtain a liquid product. The phenolic compound has a wide source, a cost is low, product alkyl phenol selectivity is high, an added value is high, alcohol or an alcohol-water mixture is used as a reaction solvent, environmental friendliness is realized, pollution is avoided, any inorganic acids and alkalis are avoided in the reaction process, the common environmental pollution problems in the biomass processing technology are solved, the reaction conditions are mild, the process can be carried out at a low temperature, high-efficiency conversion of the reactants can be realized without consuming hydrogen gas and the method is suitable for large-scale industrial trial production.
Reduction of quinones by NADH catalyzed by organoiridium complexes
Liu, Zhe,Deeth, Robert J.,Butler, Jennifer S.,Habtemariam, Abraha,Newton, Mark E.,Sadler, Peter J.
supporting information, p. 4194 - 4197 (2013/05/21)
One electron at a time: Half-sandwich organometallic cyclopentadienyl- IrIII complexes containing N,N-chelated ligands can catalyze the reduction of quinones (Q), such as vitaminK3, to semiquinones (Q .-) by coenzyme NADH (see picture). DFT calculations suggest that the mechanism involves hydride transfer followed by two one-electron transfers and the unusual IrII oxidation state as a key transient intermediate. Copyright
The influence of lateral apolar substituents on the mesomorphic behaviour of tetracatenar liquid crystals
Smirnova,Zharnikova,Donnio,Brus
experimental part, p. 1331 - 1340 (2011/02/27)
Several series of new tetracatenar mesogens consisting of a five-ring aromatic core and bearing one or more apolar lateral substituents in the central benzene ring of the molecule have been synthesized and their mesomorphism is characterized by polarizati
Enantiocomplementary chemoenzymatic asymmetric synthesis of (R)- And (S)-chromanemethanol
Fuchs, Michael,Simeo, Yolanda,Ueberbacher, Barbara T.,Mautner, Barbara,Netscher, Thomas,Faber, Kurt
experimental part, p. 833 - 840 (2009/07/05)
A non-lipase-based, enantiocomplementary chemoenzymatic route towards enantiopure (R)- and (S)-chromane-methanol (12), which are the key building blocks for the synthesis of stereoisomerically pure α-tocopherols, has been achieved by the biocatalytic reso
