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A [gamma]-cyclodextrin duplex connected with two disulfide bonds: synthesis, structure and inclusion complexes

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02464H, PaperSergey Volkov, Lukas Kumprecht, Milos Budesinsky, Martin Lepsik, Michal Dusek, Tomas Kraus
Oxidative dimerization of 6I,6V-disulfanyl-[gamma]-cyclodextrin yields a duplex tubular structure with internal volume of [similar]740 A3 allowing formation of very stable inclusion complexes with medium to large organic molecules in water (Ka [similar] 108 M-1).
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Expedient synthesis of tetrasubstituted pyrroles via a copper-catalyzed cascade inter-/intramolecular cyclization of 1,3-enynes carry a nitro group with amines

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02508C, PaperGanesan Bharathiraja, Mani Sengoden, Masanam Kannan, Tharmalingam Punniyamurthy
Various tetrasubstituted pyrroles/pyrazoles have been prepared from nitro-substituted 1,3-enynes with aromatic amines/hydrazines via a copper-catalyzed cascade aza-Michael addition, cyclization and aromatization.
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A configurational and conformational study of (-)-Oseltamivir using a multi-chiroptical approach

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02369B, PaperMarcin Gorecki
Four chiroptical methods, i.e. electronic circular dichroism (ECD), optical rotatory dispersion (ORD), vibrational circular dichroism (VCD), and Raman optical activity (ROA) were employed to discover a set of the most probable conformations of (-)-Oseltamivir in solution.
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Alkylidene malonates and [small alpha],[small beta]-unsaturated [small alpha][prime or minute]-hydroxyketones as practical substrates for vinylogous Friedel-Crafts alkylations in water catalysed by scandium(III) triflate/SDS

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02487G, PaperJens Oelerich, Gerard Roelfes
Alkylidene malonates and [small alpha],[small beta]-unsaturated [small alpha][prime or minute]-hydroxyketones are excellent substrates for the Sc(OTf)3/SDS catalysed Friedel-Crafts alkylation in water.
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Gas phase chemistry of N-benzylbenzamides with silver(I) cations: characterization of benzylsilver cation

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02355B, CommunicationHezhi Sun, Zhe Jin, Hong Quan, Cuirong Sun, Yuanjiang Pan
Benzylsilver cations are synthesized in the gas phase from the collisional dissociation of argentinated N-benzylbenzamides, when the carbonyl oxygen nucleophilically attacks an [small alpha]-hydrogen.
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Validating the alkene and alkyne hydrophosphonylation as an entry to organophosphonates

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02501F, PerspectiveAlessandro Dondoni, Alberto Marra
The hydrophosphonylation of terminal alkenes and alkynes by H-phosphonates affords Markovnikov and/or anti-Markovnikov adducts depending on the catalyst (a metal or a radical initiator) and the reaction conditions.
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Solid-state circularly polarised luminescence of atropisomeric fluorophores embedded in achiral myo-inositol-containing polyurethanes

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02553A, PaperTomoyuki Amako, Kazuki Nakabayashi, Atsushi Sudo, Michiya Fujiki, Yoshitane Imai
Two chiral binaphthyl fluorophores in two myo-inositol based polyurethane matrices with high grass transition temperatures emitted circularly polarised luminescence with a high circular anisotropy factor.
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Luminescent organogels based on triphenylamine functionalized [small beta]-diketones and their difluoroboron complexes

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02612H, PaperChong Qian, Mingyang Liu, Guanghui Hong, Pengchong Xue, Peng Gong, Ran Lu
New organogelators based on triphenylamine functionalized [small beta]-diketones and their difluoroboron complexes were synthesized.
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Supramolecular control of transition metal complexes in water by a hydrophobic cavity: a bio-inspired strategy

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02511C, Review ArticleOlivia Bistri, Olivia Reinaud
Different strategies for obtaining water-soluble cavity-appended metal complexes are described, and their resulting interlocked assets are discussed in relationship with the very specific properties of water as a solvent.
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Metal-free, efficient hydrazination of imidazo[1,2-a]pyridine with diethyl azodicarboxylate in neutral media

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02284J, PaperYuanxiang Wang, Brendan Frett, Nick McConnell, Hong-yu Li
The first example of metal-free regioselective hydrazination of imidazo[1,2-a]pyridine with diethyl azodicarboxylate is accomplished.
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Antibodies armed with photosensitizers: from chemical synthesis to photobiological applications

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02334J, Review ArticlePatricia M. R. Pereira, Barbara Korsak, Bruno Sarmento, Rudolf J. Schneider, Rosa Fernandes, Joao P. C. Tome
Targeting photosensitizers to cancer cells by conjugating them with specific antibodies, able to recognize and bind to tumor-associated antigens, is today one of the most attractive strategies in photodynamic therapy (PDT).
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Total synthesis of a thromboxane receptor antagonist, terutroban

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02302A, PaperWasim Ahmed, Prathama S. Mainkar, Srihari Pabbaraja, Srivari Chandrasekhar
Synthesis of terutroban (2) is achieved following a non-Diels-Alder approach using cost-effective chemicals.
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Synthesis of 7-alkylidene-7,12-dihydroindolo[3,2-d]benzazepine-6-(5H)-ones (7-alkylidene-paullones) by N-cyclization-oxidative Heck cascade and characterization as sirtuin modulators

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02493A, PaperJ. G. Denis, G. Franci, L. Altucci, J. M. Aurrecoechea, A. R. de Lera, R. Alvarez
A palladium-induced cascade of N-cyclization and oxidative Heck reaction of o-alkynylanilines produced 7-alkylidene-indolobenzazepinones (paullones) that have sirtuin modulation activities.
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Highly regio- and diastereo-selective synthesis of novel tri- and tetra-cyclic perhydroquinoline architectures via an intramolecular [3 + 2] cycloaddition reaction

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02203C, CommunicationM. Bakthadoss, D. Kannan, J. Srinivasan, V. Vinayagam
A facile and efficient synthetic protocol was established for the construction of novel tri- and tetra-cyclic pyrrolo/pyrrolizinoquinoline architectures via an intramolecular [3 + 2] cycloaddition reaction strategy.
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Conformational properties of 1,4- and 1,5-substituted 1,2,3-triazole amino acids - building units for peptidic foldamers

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02359E, PaperNina Kann, Johan R. Johansson, Tamas Beke-Somfai
Conformational diversity of 1,4- and 1,5-substituted 1,2,3-triazole amino acids makes them promising building units for novel peptidic foldamers.
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Asymmetric metal free [small beta]-boration of [small alpha],[small beta]-unsaturated imines assisted by (S)-MeBoPhoz

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, 13,1328-1332
DOI: 10.1039/C4OB02478H, CommunicationEnrico La Cascia, Xavier Sanz, Carles Bo, Andrew Whiting, Elena Fernandez
The adduct [MeO [rightward arrow] Bpin-Bpin]- efficiently mediates the [small beta]-boration of [small alpha],[small beta]-unsaturated imines formed in situ.
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Acid-promoted transformations of 1-(diphenylphosphoryl)allenes: synthesis of novel 1,4-dihydrophosphinoline 1-oxides

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, 13,1333-1338
DOI: 10.1039/C4OB02269F, CommunicationAlexander S. Bogachenkov, Albina V. Dogadina, Vadim P. Boyarskiy, Aleksander V. Vasilyev
1-(Diphenylphosphoryl)alka-1,2-dienes in acids (TfOH, FSO3H, H2SO4) give (3-hydroxyalk-1-en-1-yl)diphenylphosphine oxides, that are further converted into 1-phenyl-1,4-dihydrophosphinoline 1-oxides. The latter compounds are directly formed from these 1,2-dienes under the action of AlCl3.
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Copper-catalyzed O-arylation of N-protected 1,2-aminoalcohols using functionalized trivalent organobismuth reagents

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, 13,1322-1327
DOI: 10.1039/C4OB02497D, CommunicationPauline Petiot, Julien Dansereau, Martin Hebert, Imene Khene, Tabinda Ahmad, Samira Samaali, Maxime Leroy, Francis Pinsonneault, Claude Y. Legault, Alexandre Gagnon
The O-arylation of 1,2-aminoalcohols using functionalized triarylbismuth reagents is reported.
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"AND" luminescent "reactive" molecular logic gates: a gateway to multi-analyte bioimaging and biosensing

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, 13,1294-1306
DOI: 10.1039/C4OB02076F, Review ArticleAnthony Romieu
This feature article focuses on the recent development of "AND" luminescent molecular logic gates, in which the optical output is produced in response to multiple (bio)chemical inputs and through cascades of covalent bond-modifying reactions triggered by target (bio)analytes, for biosensing and bioimaging applications in complex media.
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Consecutive three-component synthesis of (hetero)arylated propargyl amides by chemoenzymatic aminolysis-Sonogashira coupling sequence

Org. and Biomol. Chem. - 27 January, 2015 - 08:17

Org. Biomol. Chem., 2015, 13,1571-1576
DOI: 10.1039/C4OB02386B, PaperOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Sidra Hassan, Anja Ullrich, Thomas J. J. Muller
(Hetero)arylated propargyl amides are efficiently prepared by consecutive chemoenzymatic three-component synthesis based upon lipase catalyzed aminolysis followed by Sonogashira coupling.
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