- Four acid-catalysed dehydration reactions proceed without interference
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Four acid-catalysed dehydration reactions can proceed in one pot, simultaneously and without interference, to yield one imine, one acetal (or boronic ester), one ester and one alkene, even though many other cross-products could be conceived. This advanced
- Lirag, Rio Carlo,Miljani?, Ognjen ?.
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supporting information
p. 9401 - 9404
(2014/08/05)
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- A charge-stabilizing, multimodular, ferrocene-bis(triphenylamine)-zinc- porphyrin-fullerene polyad
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A novel multimodular donor-acceptor polyad featuring zinc porphyrin, fullerene, ferrocene, and triphenylamine entities was designed, synthesized, and studied as a charge-stabilizing, photosynthetic-antenna/reaction-center mimic. The ferrocene and fullerene entities, covalently linked to the porphyrin ring, were distantly separated to accomplish the charge-separation/hole-migration events leading to the creation of a long-lived charge-separated state. The geometry and electronic structures of the newly synthesized compound was deduced by B3LYP/3-21G(*) optimization, while the energy levels for different photochemical events was established using data from the optical absorption and emission, and electrochemical studies. Excitation of the triphenylamine entities revealed singlet-singlet energy transfer to the appended zinc porphyrin. As predicted from the energy levels, photoinduced electron transfer from both the singlet and triplet excited states of the zinc porphyrin to fullerene followed by subsequent hole migration involving ferrocene was witnessed from the transient absorption studies. The charge-separated state persisted for about 8.5 μs and was governed by the distance between the final charge-transfer product, that is, a species involving a ferrocenium cation and a fullerene radical anion, with additional influence from the charge-stabilizing triphenylamine entities located on the zinc-porphyrin macrocycle. Step-by-step events: Occurrence of sequential energy and electron transfer leading to the generation of a long-lived charge-separated state is demonstrated in a novel multimodular donor-acceptor supramolecular system comprised of different photo and redox entities as a photosynthetic-antenna/reaction-center mimic (see figure; EnT=energy transfer, CS=charge separation, HS=hole shift, CR=charge recombination). Copyright
- Wijesinghe, Channa A.,El-Khouly, Mohamed E.,Zandler, Melvin E.,Fukuzumi, Shunichi,D'Souza, Francis
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p. 9629 - 9638
(2013/07/26)
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- Synthesis of novel solid acidic ionic liquid polymer and its catalytic activities
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The novel solid acidic ionic liquid polymer has been synthesized through the copolymerization of acidic ionic liquid oligomers and resorcinol- formaldehyde (RF resin). The catalytic activities were investigated through the acetalization. The results showed that the PIL was very efficient for the reactions with the average yield over 99.0%. The procedure was quite simple with just one-step to complete both the reactions. The high hydrophobic BET surface, high catalytic activities and high stability gave the PIL great potential for green chemical processes. Pleiades Publishing, Ltd., 2013.
- Liang, Xuezheng
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p. 724 - 729
(2014/01/23)
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- Efficient and chemoselective acetalization and thioacetalization of carbonyls and subsequent deprotection using InF3 as a reusable catalyst
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An efficient and chemoselective method for preparation of acetals and dithioacetals of aldehydes and their deprotection under catalysis of InF 3 is described.
- Madabhushi, Sridhar,Mallu, Kishore Kumar Reddy,Chinthala, Narsaiah,Beeram, China Ramanaiah,Vangipuram, Venkata Sairam
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experimental part
p. 697 - 701
(2012/02/15)
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- Utilization of photoinduced charge-separated state of donor-acceptor-linked molecules for regulation of cell membrane potential and ion transport
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The control of ion transport across cell membranes by light is an attractive strategy that allows targeted, fast control of precisely defined events in the biological membrane. Here we report a novel general strategy for the control of membrane potential
- Numata, Tomohiro,Murakami, Tatsuya,Kawashima, Fumiaki,Morone, Nobuhiro,Heuser, John E.,Takano, Yuta,Ohkubo, Kei,Fukuzumi, Shunichi,Mori, Yasuo,Imahori, Hiroshi
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scheme or table
p. 6092 - 6095
(2012/05/07)
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- Indium(III) triflate catalysed transacetalisation reactions of diols and triols under solvent-free conditions
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Acyclic acetals and ketals undergo transacetalisation in the presence of catalytic quantities of indium(III) triflate (In(OTf)3) and diols or triols under solvent-free conditions to generate the corresponding cyclic acetals and ketals in excellent yield. The methodology has been further developed to encompass a tandem acetalisation-acetal exchange protocol, which provides a facile and high yielding route to cyclic ketals from unreactive ketones under very mild reaction conditions.
- Smith, Brendan M.,Kubczyk, Tomasz M.,Graham, Andrew E.
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p. 7775 - 7781
(2012/09/21)
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- Synthesis of a novel ionic liquid with both Lewis and Br?nsted acid sites and its catalytic activities
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The novel ionic liquid with both Lewis and Br?nsted acid sites has been synthesized and its catalytic activities for acetalization and Michael addition were investigated carefully. The novel ionic liquid was stable to water and could be used in aqueous solution. Furthermore, the molar ratio of the Lewis and Br?nsted acid sites could be adjusted according to different reactions. The results showed that the novel ionic liquid was very efficient for the traditional acid-catalyzed reactions with good to excellent yields in short time.
- Liang, Xuezheng,Qi, Chenze
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experimental part
p. 808 - 812
(2012/01/04)
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- Indium triflate mediated tandem acetalisation-acetal exchange reactions under solvent-free conditions
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Acyclic acetals and ketals undergo exchange reactions in the presence of catalytic quantities of indium(III) triflate and diols to generate the corresponding cyclic acetals and ketals in excellent yield. The protocol is rapid, employs mild conditions and can be adapted to employ solvent-free reaction conditions. We have further developed this methodology to encompass a tandem acetalisation-acetal exchange protocol which provides facile access to cyclic ketals from unreactive ketones also under very mild, solvent-free reaction conditions.
- Smith, Brendan M.,Graham, Andrew E.
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experimental part
p. 6281 - 6283
(2011/12/14)
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- Chemoselective and chemospecific protection and deprotection of a carbonyl group using polystyrene divinylbenzene sulfonic acid
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Chemospecific protection of one carbonyl group of two identical carbonyls of 2,2-dialkyl-1,3-cyclohexanedione and chemoselective protection of aliphatic or aromatic carbonyls in the presence of conjugated carbonyl compounds using cross-linked polystyrene divinyl benzene sulfonic acid (SPS) as a heterogeneous catalyst has been demonstrated. Copyright
- Verma, Sanjeev K.,Sathe, Manisha,Kaushik
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experimental part
p. 1701 - 1707
(2010/07/15)
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- Preparation of the central tryptophan moiety of the celogentin/moroidin family of anti-mitotic cyclic peptides
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The central functionalized tryptophan core of the celogentin/moroidin family of cyclic peptides has been prepared. The strategy incorporates a novel preparation of 4-iodobenzaldehyde and employs a Larock annulation as the key step. CSIRO 2006.
- Yuen, Alexander K. L.,Jolliffe, Katrina A.,Hutton, Craig A.
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p. 819 - 826
(2007/10/03)
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- Vectorial Multistep Electron Transfer at the Gold Electrodes Modified with Self-Assembled Monolayers of Ferrocene - Porphyrin - Fullerene Triads
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Self-assembled monolayers of ferrocene-porphyrin-C60 triads on gold electrodes were prepared to mimic photosynthetic electron transfer events where efficient conversion of light to chemical energy takes place via the long-lived, charge-separate
- Imahori, Hiroshi,Yamada, Hiroko,Nishimura, Yoshinobu,Yamazaki, Iwao,Sakata, Yoshiteru
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p. 2099 - 2108
(2007/10/03)
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- Synthesis and photoelectrochemical properties of a self-assembled monolayer of a ferrocene-porphyrin-fullerene triad on a gold electrode
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A self-assembled monolayer of a ferrocene-porphyrin-C60 triad has been prepared to mimic efficient vectorial electron transport across a photosynthetic membrane.
- Imahori, Hiroshi,Yamada, Hiroko,Ozawa, Shinichiro,Ushida, Kiminori,Sakata, Yoshiteru
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p. 1165 - 1166
(2007/10/03)
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- Solid supported reactions and reagents XIV [1]: Envirocat EPZG as a novel catalyst for selective acetalization of aldehydes and ketones
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Envirocat EPZG is an efficient reusable catalyst for acetalization of aldehydes and ketones. The isolation of pure products in high yields by simple filtration and evaporation of the solvent is an important feature of this method.
- Bandgar, Babasaheb P.,Gaikwad, Nandkumar B.
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p. 719 - 722
(2007/10/03)
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- RADICAL-ANIONS GENERATED FROM CYCLIC ACETALS OF NITROBENZALDEHYDE, 2-NITRO-1,3-PROPANEDIOL, AND THEIR HETERO ANALOGS
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The potassium salts of the radical-anions of 2-nitrophenyl-1,3-diheterocycloalkanes and 5-alkyl-5-nitro-1,3-diheterocycloalkanes were generated in the liquid phase.The ESR spectra of the radical anions were analyzed, and it was concluded that the 1,3-dihe
- Kukovitskii, D. M.,Zorin, V. V.,Zelechonok, Yu. B.,Zlot-skii, S. S.,Rakhmankulov, D. L.,Todres, Z. V.
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p. 132 - 136
(2007/10/02)
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