16326-97-9Relevant academic research and scientific papers
Stereoselective reduction of β-hydroxy ketones to 1,3-diols with the aid of a terphenylboronic acid
Yamashita, Hiroshi,Narasaka, Koichi
, p. 539 - 540 (1996)
1-Hydroxy-6,8-diphenyl-1,2,3,4-tetrahydro-2-oxa-1-boranaphthalene (terphenylboronic acid 1), is employed for stereo-selective reduction of acyclic and cyclic β-hydroxy ketones. The terphenylboronic acid 1 and acyclic β-hydroxy ketones 2 are converted to t
Triphenylphosphine reduction of saturated endoperoxides
Erden, Ihsan,Gaertner, Christian,Saeed Azimi
, p. 3986 - 3989 (2009)
(Figure Presented) Triphenylphosphine reduction of saturated endoperoxides derived from 6,6-dimethylfulvene and spiro[2.4]hepta-4,6-diene in the presence of nucleophiles results in the formation of products that mainly stem from deoxygenation followed by carbocation formation. Nucleophilic attack by solvent proceeds by an SN1 like mechanism; allyl shifts and cyclopropylcarbinyl-cyclobutyl rearrangements also occur. With the systems lacking carbocation-stabilizing groups, the deoxygenation step is preceded by attack of H2O at the phosphorus.
Selective Isomerization via Transient Thermodynamic Control: Dynamic Epimerization of trans to cis Diols
Macmillan, David W. C.,Oswood, Christian J.
supporting information, p. 93 - 98 (2022/01/03)
Traditional approaches to stereoselective synthesis require high levels of enantio- and diastereocontrol in every step that forms a new stereocenter. Here, we report an alternative approach, in which the stereochemistry of organic substrates is selectivel
Chemoselective formation of cyclo-aliphatic and cyclo-olefinic 1,3-diolsviapressure hydrogenation of potentially biobased platform molecules using Kn?lker-type catalysts
Alsters, Paul L.,Chou, Khi Chhay,De Wildeman, Stefaan M. A.,Faber, Teresa,Hadavi, Darya,Han, Peiliang,Quaedflieg, Peter J. L. M.,Schwalb Freire, Alfonso J.,Verzijl, Gerard K. M.,van Slagmaat, Christian A. M. R.
, p. 10102 - 10112 (2021/08/03)
The hydrogenative conversions of the biobased platform molecules 4-hydroxycyclopent-2-enone and cyclopentane-1,3-dione to their corresponding 1,3-diols are established using a pre-activated Kn?lker-type iron catalyst. The catalyst exhibits a high selectivity for ketone reduction, and does not induce dehydration. Moreover, by using different substituents of the ligand, thecis-transratio of the products can be affected substantially. A decent compatibility of this catalytic system with various structurally related substrates is demonstrated.
Application of hierarchical pore molecular sieve in preparation process of cyclopentadiene and JP-10 aviation fuel
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, (2021/07/01)
The invention relates to an application of a hierarchical pore molecular sieve in a the preparation process of cyclopentadiene and JP-10 aviation fuel. The hierarchical pore molecular sieve is one or two or more of an H-ZSM-5 molecular sieve, an H-beta molecular sieve, an H-Y molecular sieve, an H-USY molecular sieve, a La-Y molecular sieve and an H-MOR molecular sieve with a hierarchical pore structure, a sulfonated SBA-15 molecular sieve, a sulfonated MCM-41 molecular sieve, a sulfonated Ti-SBA-15 molecular sieve, a sulfonated MCM-41 molecular sieve, a sulfonated Zr-MCM-41 molecular sieve and a sulfonated Zr-SBA-15 molecular sieve; and the hierarchical pore structure comprises micropores and mesopores. The catalyst and the raw materials used in the method are cheap and easy to obtain, the preparation process is simple, and the hierarchical pore molecular sieve has high activity and selectivity for rearrangement reaction of furfuryl alcohol, hydrogenation reaction of hydroxyl cyclopentenone and dehydration reaction. The invention provides a cheap and efficient synthesis method for synthesizing the JP-10 aviation fuel from a lignocellulose-based platform compound furfuryl alcohol.
SYNTHESIS AND APPLICATION OF CHIRAL SUBSTITUTED POLYVINYLPYRROLIDINONES
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Paragraph 0046; 0047, (2020/11/24)
Chiral polyvinylpyrrolidinone (CSPVP), complexes of CSPVP with a core species, such as a metallic nanocluster catalyst, and enantioselective oxidation reactions utilizing such complexes are disclosed. The CSPVP complexes can be used in asymmetric oxidation of diols, enantioselective oxidation of alkenes, and carbon-carbon bond forming reactions, for example. The CSPVP can also be complexed with biomolecules such as proteins, DNA, and RNA, and used as nanocarriers for siRNA or dsRNA delivery.
Making JP-10 Superfuel Affordable with a Lignocellulosic Platform Compound
Li, Guangyi,Hou, Baolin,Wang, Aiqin,Xin, Xuliang,Cong, Yu,Wang, Xiaodong,Li, Ning,Zhang, Tao
, p. 12154 - 12158 (2019/08/12)
The synthesis of renewable jet fuel from lignocellulosic platform compounds has drawn a lot of attention in recent years. So far, most work has concentrated on the production of conventional jet fuels. JP-10 is an advanced jet fuel currently obtained from fossil energy. Due to its excellent properties, JP-10 has been widely used in military aircraft. However, the high price and low availability limit its application in civil aviation. Here, we report a new strategy for the synthesis of bio-JP-10 fuel from furfuryl alcohol that is produced on an industrial scale from agricultural and forestry residues. Under the optimized conditions, bio-JP-10 fuel was produced with high overall carbon yields (≈65 %). A preliminary economic analysis indicates that the price of bio-JP-10 fuel can be greatly decreased from ≈7091 US$/ton (by fossil route) to less than 5600 US$/ton using our new strategy. This work makes the practical application of bio-JP-10 fuel forseeable.
Method for preparing JP-10 aviation fuel from furfuryl alcohol
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, (2018/06/16)
The invention relates to a method for preparing JP-10 aviation fuel from furfuryl alcohol. The method for preparing JP-10 aviation fuel by taking the furfuryl alcohol as a raw material is totally divided into six reactions as follows: a first reaction of carrying out a rearrangement reaction on a furfuryl alcohol solution in the presence of a base catalyst or under the condition that any catalystis not added to prepare hydroxy cyclopentenone; a second reaction of reacting the hydroxy cyclopentenone and hydrogen under catalysis of a hydrogenation catalyst so as to prepare 1,3-cyclopendiol; a third reaction of dehydrating the 1,3-cyclopendiol to prepare cyclopentadiene; a fourth reaction of carrying out a D-A reaction on the cyclopentadiene to produce dicyclopentadiene; a fifth reaction ofhydrogenating the dicyclopentadiene to produce endo-tetrahydrodicyclotadiene; and a sixth reaction of performing isomerization on the endo-tetrahydrodicyclotadiene to produce hanging type tetrahydrodicyclopentadiene, wherein the prepared hanging type tetrahydrodicyclopentadiene can directly serve as the JP-10 aviation fuel. The invention provides a cheap high-efficiency synthetic method for synthesizing the JP-10 aviation fuel from a lignocelluloses-based platform chemical compound, namely furfuryl alcohol.
Method for preparation of cyclopentadiene or dicyclopentadiene by furfuryl alcohol
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, (2017/07/20)
The invention relates to a method for preparation of cyclopentadiene or dicyclopentadiene by furfuryl alcohol. The method for preparation of cyclopentadiene or dicyclopentadiene by furfuryl alcohol as a raw material comprises the three-step reaction: a first step, under a condition with an alkali catalyst or under a condition with no addition of a catalyst, carrying out a rearrangement reaction of a furfuryl alcohol solution to prepare hydroxy cyclopentenone; a second step, under catalysis of a hydrogenation catalyst, carrying out a reaction of hydroxy cyclopentenone with hydrogen gas to prepare 1,3-cyclopendiol; and a third step, dehydrating 1,3-cyclopendiol to prepare cyclopentadiene or dicyclopentadiene. The used catalyst and raw materials are inexpensive and easy to obtain, the preparation process is simple, and high activity and selectivity are achieved for rearrangement reaction of furfuryl alcohol, hydrogenation reaction of hydroxy cyclopentenone and dehydration reaction of 1,3-cyclopendiol. The invention provides the cheap and efficient synthesis method for synthesis of cyclopentadiene or dicyclopentadiene with the lignocellulose based platform compound furfuryl alcohol.
Method for preparing JP-10 aviation fuel from furfuryl alcohol
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, (2017/07/21)
The invention relates to a method for preparing JP-10 aviation fuel from furfuryl alcohol. The method for preparing the JP-10 aviation fuel by adopting the furfuryl alcohol as a raw material comprises the following five steps: step I, enabling a furfuryl alcohol solution to have a rearrangement reaction to prepare hydroxylcyclopentenone under the condition of an alkaline catalyst or no catalyst; step II, enabling the hydroxylcyclopentenone to react with hydrogen under the catalysis of a hydrogenation catalyst to prepare 1,3-cyclopentanediol; step III, preparing cyclopentadiene or dicyclopentadiene by dehydrating the 1,3-cyclopentanediol; step IV, enabling the cyclopentadiene and the dicyclopentadiene to have an isomerization reaction to generate hanging dicyclopentadiene; and step V, hydrogenating the hanging dicyclopentadiene to generate hanging tetrahydro-dicyclopentadiene, and then rectifying and purifying to obtain the JP-10 aviation fuel. Raw materials used in the method are cheap and easy to obtain, the preparation process is simple, and the activity and selectivity for the rearrangement reaction of the furfuryl alcohol, the hydrogenation reaction of the hydrocyclopentenone and the dehydration reaction is relatively high. The invention provides a synthetic method with low cost and high efficiency for synthesizing the cyclopentadiene or the dicyclopentadiene from lignocelluloses-based platform compound and furfuryl alcohol.
