51417-57-3Relevant academic research and scientific papers
Room-temperature phosphorescence-to-phosphorescence mechanochromism of a metal-free organic 1,2-diketone
Tani, Yosuke,Terasaki, Morihisa,Komura, Mao,Ogawa, Takuji
, p. 11926 - 11931 (2019)
An organic 1,2-diketone, which exhibits color change of room-temperature phosphorescence (RTP) upon mechanical stimulation, is reported. Experimental and theoretical investigations revealed that this mechanochromism is based on a molecular rotational isomerization associated with a crystalline-to-amorphous transition. In general, amorphization weakens intermolecular interactions, resulting in RTP quenching. In contrast, the present diketone shows an even higher phosphorescence quantum yield after amorphization, representing the first RTP-to-RTP mechanochromism of a metal-free organic molecule. We have disclosed that a planar conformer of the diketone, which is responsible for the RTP in the amorphous state, involves intramolecular chalcogen bonding. Having this noncovalent interaction, the diketone would be a promising platform for the design of mechanochromic and RTP-active organic materials; flexible enough for a large conformational change, while rigid enough to exhibit efficient RTP in the amorphous state.
NaBrO3/bmim[HSO4]: a versatile system for the selective oxidation of 1,2-diols, α-hydroxyketones, and alcohols
Khurana, Jitender M.,Lumb, Anshika,Chaudhary, Ankita
, p. 381 - 386 (2017/02/10)
Abstract: Sodium bromate with bmim[HSO4] has been found to be an excellent oxidizing agent in aqueous medium. NaBrO3:bmim[HSO4] oxidized 1,2-diols, α-hydroxyketones, and alcohols to the corresponding carbonyl compounds in excellent yields. This method offers advantages such as low cost reagents, aqueous reaction conditions, moderate temperatures and short reaction times and hence environmentally benign reaction. Moreover, the ionic liquid bmim[HSO4] could be recycled for at least three times without loss of significant activity. Graphical abstract: [Figure not available: see fulltext.]
Copper-catalyzed TEMPO oxidative cleavage of 1,3-diketones and β-keto esters for the synthesis of 1,2-diketones and α-keto esters
Zhou, Peng-Jun,Li, Cheng-Kun,Zhou, Shao-Fang,Shoberu, Adedamola,Zou, Jian-Ping
, p. 2629 - 2637 (2017/04/03)
A copper-catalyzed efficient and practical method has been developed for the synthesis of 1,2-diketones and α-keto esters. TEMPO was used as a radical initiator and scavenger, oxidizing the cleavage of α-methylene of 1,3-diketones and β-keto esters to form 1,2-diketones and α-keto esters. This method provided a general way for the formation of 1,2-dicarbonyl compounds.
Preparation method of 1,2-diketone derivative
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Paragraph 0027, (2016/10/08)
The invention discloses a preparation method of a 1,2-diketone derivative. The method comprises the step of enabling a raw material 1,3-diketone derivative to react with a cheap and easily obtained industrial product 2,2,6,6-tetramethyl-1-piperidinyloxy under the catalysis of copper so as to obtain the product 1,2-diketone derivative. According to the preparation method, the 1,3-diketone derivative is used as an initiator, and the raw material is easy to obtain and wide in variety; by utilizing the preparation method, the obtained product types are varied, can be directly used, and can be used for other further reactions; in addition, the reagent dosage in the reaction is less, the pollution is reduced, and the production cost is lowered; moreover the reaction conditions are mild, the reaction operation and the after-treatment process are simple, the reaction time is short, the yield is high, and the preparation method is suitable for industrial production.
Synthesis and chemistry of enantiomerically pure 10,11-dihydrodibenzo[b,f] thiepines
Wyatt, Paul,Hudson, Andrew,Charmant, Jonathan,Orpen, A. Guy,Phetmung, Hirihattaya
, p. 2218 - 2232 (2008/02/04)
Several chiral thiepines were efficiently constructed using sulfur diimidazole in combination with a variety of bislithiated carbon fragments. The sulfur atom in these thiepines is found to be unusually unreactive compared to diphenylsulfide. The Royal Society of Chemistry 2006.
Indium-mediated reductive coupling of acyl cyanides: A convenient synthesis of 1,2-diketones
Baek,Lee,Yoo,Ko,Kim,Kim
, p. 8097 - 8099 (2007/10/03)
The indium-mediated reductive coupling of acyl cyanides afforded the corresponding 1,2-diketones in moderate to good yields under neutral and mild conditions. (C) 2000 Elsevier Science Ltd.
An efficient protocol for Sharpless-style racemic dihydroxylation
Eames, Jason,Mitchell, Helen J.,Nelson, Adam,O'Brien, Peter,Warren, Stuart,Wyatt, Paul
, p. 1095 - 1104 (2007/10/03)
Racemic dihydroxylation of alkenes is efficiently accomplished with catalytic osmium (added as OsCl3), stoichiometric K3Fe(CN)6 and quinuclidine under conditions similar to those of the Sharpless asymmetric hydroxylation.
Phosphane ligands with two binding sites of differing hardness for enantioselective Grignard cross coupling
Terfort, Andreas,Brunner, Henri
, p. 1467 - 1479 (2007/10/03)
A series of new, chiral phosphanes is presented, individual members of which were designed to serve as ligands in transition-metal mediated asymmetric Grignard cross coupling reactions. These ligands are characterized by a side chain containing one or two oxygen atoms with the capacity to act as binding sites for the incoming Grignard reagent. A number of structural parameters for the compounds was varied to learn about the reaction mechanism. Most of the ligands were tested in two cross coupling reactions, the formation of 3-phenylbut-1-ene and of 2,2′-dimethyl-1,1′-binaphthyl, respectively. Although both systems gave modest enantiomeric excesses it was not possible to make a comparison of their respective abilities.
An Efficient Protocol for a Sharpless Style Racemic Dihydroxylation
Eames, Jason,Mitchell, Helen J.,Nelson, Adam,O'Brien, Peter,Warren, Stuart,Wyatt, Paul
, p. 1719 - 1722 (2007/10/02)
Dihydroxylation with solid OsCl3 to provide the catalytic oxidant, K3Fe(CN)6 as stoichiometric oxidant, quinuclidine as the accelerating ligand with added K2CO3 and methanesulfonamide in a two-phase system (water and t-butanol) gives excellent yields of r
2, 3, and 4 (α,α,β,β Tetrafluorophenethyl)benzylamines. A new class of antiarrhythmic agents
Christy,Colton,Mackay,Staas,Wong,Engelhardt,Torchiana,Stone
, p. 421 - 430 (2007/10/06)
Upon finding 2-(α,α,β,β-tetrafluorophenethyl)benzylamine (4) to be a potent and novel type of antiarrhythmic agent, 2-, 3-, and 4-(α,α,β,β-Tetrafluorophenethyl) benzylamines were synthesized. Structure-activity relationships in this series are described.
