- Synthesis of 2,3-substituted tetracenes and evaluation of their self-assembling properties in organic solvents
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(Chemical Equation Presented) Rod-shaped 2,3-di-alkoxytetracenes, soluble in common organic solvents, have been synthesized and studied for their gelling ability in organic solvents and their unusual UV-visible spectroscopic properties.
- Reichwagen, Jens,Hopf, Henning,Del Guerzo, Andre,Belin, Colette,Bouas-Laurent, Henri,Desvergne, Jean-Pierre
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- A metal-free one-pot synthesis of benzo[: C] chromen-6-ones from 3,4-dichlorocoumarins and butadienes using tandem photo-thermal-photo reactions
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An efficient, simple and versatile synthesis of biologically valuable benzo[c]chromen-6-ones is achieved using a tandem photo-thermal-photo reaction sequence starting from 3,4-dichlorocoumarins and a 1,3-butadiene. In this concise one-pot protocol, neither metal catalyst nor peroxide promoter is needed and the products can be purified through simple recrystallization in most cases. The synthesis consists of a reaction sequence of photo-induced [4 + 2] and [2 + 2] cycloadditions, silica gel promoted elimination of HCl and electrocyclic cyclobutene ring opening followed by a photo-induced 6π electrocyclization. The reactions proceed well with a range of dichlorocoumarins and some typical butadienes to provide the corresponding annulated products in 70-80% yield.
- Zhang, Yan,Tian, Yan,Xiang, Pei,Huang, Ning,Wang, Jianyi,Xu, Jian-Hua,Zhang, Min
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- Attaching organic semiconductors to gate oxides: In situ assembly of monolayer field effect transistors
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This study unveils a new tetracene derivative that forms dense, upright monolayers on the surface of aluminum oxide. These monolayers spontaneously self-organize into the active layer in nanoscale field-effect transistor devices when aluminum oxide is used as the dielectric layer. This method gives high yields of working devices that have source-drain distances that are less than 60 nm, thereby providing a method to electrically probe the monolayer assemblies formed from ~10 zeptomoles of material (approximately 104 molecules). Moreover, this study delineates a new avenue for research in thin-film organic transistors where the active molecules are linked to the dielectric surface to form a monolayer transistor. Copyright
- Tulevski, George S.,Miao, Qian,Fukuto, Masafumi,Abram, Rebecca,Ocko, Benjamin,Pindak, Ronald,Steigerwald, Michael L.,Kagan, Cherie R.,Nuckolls, Colin
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- Synthesis and activity of polyacetylene substituted 2-hydroxy acids, esters, and amides against microbes of clinical importance
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A series of novel polyacetylene substituted 2-hydroxy acids and derivatives were prepared and characterized. Alkylation of butane-2,3-diacetal (BDA) protected glycolic acid with iodoalkyl substituted polyacetylene compounds gave the corresponding diacetal protected polyacetylene substituted 2-hydroxy acids. Diacetal deprotection through acid mediated hydrolysis, transesterification or aminolysis afforded the 2-hydroxy-polyacetylenic acid, ester or amide derivatives. Twenty one of these novel compounds were tested against 10 microbes of clinical importance and several of them showed good antimicrobial activity, in particular against Pseudomonas aeruginosa.
- Kyi, Stella,Wongkattiya, Nalin,Warden, Andrew C.,O'Shea, Michael S.,Deighton, Margaret,MacReadie, Ian,Graichen, Florian H.M.
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supporting information; experimental part
p. 4555 - 4557
(2010/09/16)
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- CONJUGATED UNSATURATED COMPOUNDS
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The present invention relates to a class of conjugated unsaturated compounds, to a method of preparing such compounds, and to the polymerisation and bio-active uses of such compounds including their use as antimicrobial agents. The invention particularly relates to compounds containing three conjugated unsaturated moieties, at least two of which are yne moieties.
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Page/Page column 49
(2009/10/22)
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- ACETYLENIC COMPOUNDS
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The present invention relates to a class of acetylenic compounds, to a method of preparing the acetylenic compounds, and to the polymerisation and therapeutic uses of the acetylenic compounds. The invention particularly relates to compounds containing two acetylenic moieties.
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Page/Page column 60
(2008/06/13)
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- A new route to butane-1,2-diacetals and the development of alternative substitution patterns to facilitate differential protection of the products
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The utility of 2,3-dialkoxybutan-1,3-dienes as reagents for the protection of vicinal diols and α-hydroxy acids as their corresponding 1,2-diacetals is demonstrated together with their later deprotection under mild reaction conditions.
- Ley,Michel
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p. 1793 - 1795
(2007/10/03)
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- Different synthetic routes towards efficient organogelators: 2,3-substituted anthracenes
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Three synthetic approaches towards 2,3-substituted anthracenes are reported and discussed in terms of selectivity and viability. This allowed us to introduce a variety of substituents as sidearms. Promising results have been found using a tandem Diels-Alder aromatization reaction using 2,2,3-dimethoxybuladiene 9 as a key intermediate. However, for multigram preparations the Friedel-Crafts approach is preferred.
- Pozzo, Jean-Luc,Clavier, Gilles M.,Colomes, Michel,Bouas-Laurent, Henri
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p. 6377 - 6390
(2007/10/03)
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