53170-93-7Relevant academic research and scientific papers
Photophysics of Perylene Diimide Dianions and Their Application in Photoredox Catalysis
Li, Han,Wenger, Oliver S.
supporting information, (2021/12/23)
The two-electron reduced forms of perylene diimides (PDIs) are luminescent closed-shell species whose photochemical properties seem underexplored. Our proof-of-concept study demonstrates that straightforward (single) excitation of PDI dianions with green
Visible light-enabled selective depolymerization of oxidized lignin by an organic photocatalyst
Hao, Zhongkai,Jiang, Huating,Li, Shuyuan,Tong, Min,Wang, Kaixuan,Xiao, Yao,Yang, Yanan,Zhang, Fang
supporting information, p. 11243 - 11246 (2020/10/06)
The development of an economic, environmental-friendly and energy-saving process for the selective depolymerization of lignin is an outstanding challenge. Herein, a novel and efficient visible-light-induced photocatalytic process for the selective depolymerization of lignin model compounds and organosolv lignin was first developed by using perylene diimide (PDI) as a metal-free organocatalyst. Interestingly, it can completely decompose the oxidized lignin models to phenolic and ketone fragmentation molecules with very high selectivity at room temperature under visible light illumination. Furthermore, the use of a home-made photocatalytic continuous-flow reactor efficiently shortened the reaction time within an hour. Even for organosolv lignin, nearly 86% mass ratio of lignin was degraded to low-molecular-mass monoaromatic or diaromatic products. We found that superior performances were realized by single-electron transfer (SET) from the photoexcited strongly reducing PDI˙?anion to the ketone groups of the β-O-4 linkage in the lignin.
Visible Light Copper Photoredox-Catalyzed Aerobic Oxidative Coupling of Phenols and Terminal Alkynes: Regioselective Synthesis of Functionalized Ketones via C C Triple Bond Cleavage
Sagadevan, Arunachalam,Charpe, Vaibhav Pramod,Ragupathi, Ayyakkannu,Hwang, Kuo Chu
supporting information, p. 2896 - 2899 (2017/03/11)
Direct oxidative coupling of phenols and terminal alkynes was achieved at room temperature by a visible-light-mediated copper-catalyzed photoredox process. This method allows regioselective synthesis of hydroxyl-functionalized aryl and alkyl ketones from simple phenols and phenylacetylene via C C triple bond cleavage. 47 examples were presented. From a synthetic perspective, this protocol offers an efficient synthetic route for the preparation of pharmaceutical drugs, such as pitofenone and fenofibrate.
p-Toluenesulfonic acid-promoted selective functionalization of unsymmetrical arylalkynes: a regioselective access to various arylketones and heterocycles
Jacubert, Maud,Provot, Olivier,Peyrat, Jean-Fran?ois,Hamze, Abdallah,Brion, Jean-Daniel,Alami, Mouad
experimental part, p. 3775 - 3787 (2010/07/04)
Regioselective hydration of a wide range of internal alkynes has been afforded in high to good yields by using PTSA in EtOH. The scope of the reaction of alkynes has been delineated. Arylaliphatic alkynes and diarylalkynes were regioselectively hydrated in good to excellent yields and short reaction times when the reaction was achieved under microwave irradiation. Moreover, diarylalkynes, arylenynes as well as diaryldiynes bearing a methoxy- or a thiomethyl substituent on the ortho position underwent a regioselective 5-endo-dig-cyclization to give a variety of 2-aryl- and 2-styrylbenzofuran or benzothiphene derivatives. We believe that, this new environmentally metal-free procedure combined to microwave irradiation would be in importance in the search of green laboratory-scale synthesis.
Highly efficient p-toluenesulfonic acid-catalyzed alcohol addition or hydration of unsymmetrical arylalkynes
Olivi, Nathana?l,Thomas, Emmanuel,Peyrat, Jean-Fran?ois,Alami, Mouad,Brion, Jean-Daniel
, p. 2175 - 2179 (2007/10/03)
Under a catalytic amount of PTSA in aqueous or alcoholic media, activated unsymmetrical arylalkynes 1 undergo regioselective water or alcohol addition to afford successfully carbonyl compounds 2 in good to excellent yields. This new environmentally metal-free procedure, which afforded only Markovnikov adducts, is characterized by the mildness of acidic conditions and the excellent regio- and chemoselectivity.
Preparative Bioorganic Chemistry, XVI. Synthesis of 3,4'-Dihydroxypropiophenone 3-&β-D-Glucopyranoside, a Constituent of Betula platyphylla var. japonica, by Enzymatic Transglucosylation
Mori, Kenji,Qian, Zhao-Hui,Watanabe, Sadamoto
, p. 485 - 488 (2007/10/02)
3,4'-Dihydroxypropiophenone 3-β-D-glucopyranoside (1a) has been synthesized, without having recourse to any protective group technology, by transglucosylation catalyzed by lactase from Kluyveromyces lactis. Key words: Antifeedant; Betula platyphylla; β-D-glucopyranoside; lactase; transglucosylation.
