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      Cyclohexenones through addition of ethyl acetoacetate to 3-aryl-1-(thiophen-3-yl)prop-2-en-1-one derivatives

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          Abstract

          Chalcone derivatives 3a-i: containing a thiophene ring were prepared by the condensation of 1-(thiophen-3-yl)ethanone with aromatic aldehydes in excellent yields. The Michael addition of ethyl acetoacetate 4 to chalcone derivatives 3a-i: resulted in the formation of nine novel ethyl 6-aryl-4-(3-thienyl)cyclohex-3-en-2-one-1-carboxylate derivatives 6a-i

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          Versatile Photocatalytic Systems for H2 Generation in Water Based on an Efficient DuBois-Type Nickel Catalyst

          Manuela Groß, Anna Reynal, James R. Durrant … (2013)
          The generation of renewable H2 through an efficient photochemical route requires photoinduced electron transfer (ET) from a light harvester to an efficient electrocatalyst in water. Here, we report on a molecular H2 evolution catalyst (NiP) with a DuBois-type [Ni(P2 R′N2 R″)2]2+ core (P2 R′N2 R″ = bis(1,5-R′-diphospha-3,7-R″-diazacyclooctane), which contains an outer coordination sphere with phosphonic acid groups. The latter functionality allows for good solubility in water and immobilization on metal oxide semiconductors. Electrochemical studies confirm that NiP is a highly active electrocatalyst in aqueous electrolyte solution (overpotential of approximately 200 mV at pH 4.5 with a Faradaic yield of 85 ± 4%). Photocatalytic experiments and investigations on the ET kinetics were carried out in combination with a phosphonated Ru(II) tris(bipyridine) dye (RuP) in homogeneous and heterogeneous environments. Time-resolved luminescence and transient absorption spectroscopy studies confirmed that directed ET from RuP to NiP occurs efficiently in all systems on the nano- to microsecond time scale, through three distinct routes: reductive quenching of RuP in solution or on the surface of ZrO2 (“on particle” system) or oxidative quenching of RuP when the compounds were immobilized on TiO2 (“through particle” system). Our studies show that NiP can be used in a purely aqueous solution and on a semiconductor surface with a high degree of versatility. A high TOF of 460 ± 60 h–1 with a TON of 723 ± 171 for photocatalytic H2 generation with a molecular Ni catalyst in water and a photon-to-H2 quantum yield of approximately 10% were achieved for the homogeneous system.
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            Joint spectroscopic and theoretical investigations of transition metal complexes involving non-innocent ligands.

            Kallol Ray Chaudhuri, Taras Petrenko, Karl Wieghardt … (2007)
            A series of transition metal complexes involving non-innocent o-dithiolene and o-phenylenediamine ligands has been characterized in detail by various spectroscopic methods like magnetic circular dichroism (MCD), absorption (abs), resonance Raman (rR), electron paramagnetic resonance (EPR), and sulfur K-edge X-ray absorption spectroscopies. A computational model for the electronic structure of the complexes is then proposed based on the density functional theory (DFT) or ab-initio methods, which can successfully account for the observed trends in the experimental spectra (MCD, rR, and abs) of the complexes. Based on these studies, the innocent vs non-innocent nature of the ligands in a given transition metal complex is found to be dependent on the position of the central metal ion in the periodic table, its effective nuclear charge in interplay with relativistic effects.
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              Cyclodepsipeptides: A Rich Source of Biologically Active Compounds for Drug Research

              Sivatharushan Sivanathan, Jürgen Scherkenbeck (2014)
              Faced with the need to find new drugs for all kinds of diseases, science sees that Nature offers numerous classes of compounds showing an impressively high biological potential. Among those are the cyclodepsipeptides, hybrid structures composed of amino and hydroxy acids. In the past decades numerous cyclodepsipeptides have been isolated and their potential as drugs has been studied extensively. For several cyclodepsipeptides total syntheses both in solution and on solid-phase have been established, allowing the production of combinatorial libraries. In addition, the biosynthesis of specific cyclodepsipeptides has been elucidated and used for the chemoenzymatic preparation of nonnatural analogues. This review summarizes the recent literature on cyclic tetra- to decadepsipeptides, composed exclusively of α-amino- and α-hydroxy acids.
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                Author and article information

                Contributors
                Yakup Budak: Role: ND
                Esra Findik: Role: ND
                Mustafa Ceylan: Role: ND
                Journal
                Journal ID (publisher): sajc
                Title: South African Journal of Chemistry
                Abbreviated Title: S.Afr.j.chem. (Online)
                Publisher: The South African Chemical Institute (Durban )
                ISSN: 1996-840X
                Publication date (Print): 2010
                Volume: 63
                Issue: 0
                Pages: 01-10
                Affiliations
                [1 ] Gaziosmanpasa University Turkey
                Article
                Publisher ID: S0379-43502010000100001
                SO-VID: 6b587851-f171-4d3a-bb89-a20652729b47
                License:

                http://creativecommons.org/licenses/by/4.0/

                History
                Product

                SciELO South Africa

                Self URI (journal page): http://www.scielo.org.za/scielo.php?script=sci_serial&pid=0379-4350&lng=en
                Categories
                Subject: Chemistry, Analytical
                Subject: Chemistry, Applied
                Subject: Chemistry, Inorganic & Nuclear
                Subject: Chemistry, Medicinal
                Subject: Chemistry, Multidisciplinary
                Subject: Chemistry, Organic
                Subject: Chemistry, Physical
                Subject: Electrochemistry

                ScienceOpen disciplines: Electrochemistry,Clinical chemistry,Organic & Biomolecular chemistry,Physical chemistry,Analytical chemistry,General chemistry,Industrial chemistry,Inorganic & Bioinorganic chemistry
                Keywords: Michael addition,ethyl acetoacetate,cyclohexenones,cyclocondensation
                Data availability:
                ScienceOpen disciplines: Electrochemistry, Clinical chemistry, Organic & Biomolecular chemistry, Physical chemistry, Analytical chemistry, General chemistry, Industrial chemistry, Inorganic & Bioinorganic chemistry
                Keywords: Michael addition, ethyl acetoacetate, cyclohexenones, cyclocondensation

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