Org. and Biomol. Chem.

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The effect of leaving radical on the formation of tetrahydroselenophene by SHi ring closure: an experimental and computational study

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,2310-2316
DOI: 10.1039/C4OB02434F, PaperAmber N. Hancock, Sofia Lobachevsky, Naomi L. Haworth, Michelle L. Coote, Carl H. Schiesser
Competition kinetic studies augmented with laser-flash photolysis and high-level computational techniques [G3(MP2)-RAD], with [COSMO-RS, SMD] and without solvent correction, provide kinetic parameters for the ring closures of a series of 4-(alkylseleno)butyl radicals.
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Expedient access to [small alpha],[small beta]-difunctionalized azepenes using [small alpha]-halo eneformamides: application to the one-pot synthesis of 2-benzazepanes

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,2285-2292
DOI: 10.1039/C4OB02183E, PaperDaniel P. Bassler, Laura Spence, Amir Alwali, Oliver Beale, Timothy K. Beng
The regioselective synthesis of [small alpha],[small beta]-difunctionalized (alkenyl, aryl, sulfonyl, allyl, or alkynyl) azepenes has been accomplished through [small alpha]-halo eneformamides.
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Mixed alkyl aryl phosphonate esters as quenched fluorescent activity-based probes for serine proteases

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,2293-2299
DOI: 10.1039/C4OB02444C, PaperSevnur Serim, Philipp Baer, Steven H. L. Verhelst
The synthesis of quenched fluorescent activity-based probes for serine proteases based on a phosphonate reactive group is reported.
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Energy transfer between amphiphilic porphyrin polymer shells and upconverting nanoparticle cores in water-dispersible nano-assemblies

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,2317-2322
DOI: 10.1039/C4OB02401J, PaperT. Wu, S. Kaur, N. R. Branda
The synthesis and optical properties of water-dispersible nano-assemblies containing upconverting nanoparticles (UCNPs) and porphyrin molecules using a one-pot method is described.
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A supramolecular topical gel derived from a non-steroidal anti-inflammatory drug, fenoprofen, is capable of treating skin inflammation in mice

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,2300-2309
DOI: 10.1039/C4OB02344G, PaperJoydeb Majumder, Pavani Yedoti, Parthasarathi Dastidar
A small [small beta]-dipeptide functionalized fenoprofen bioconjugate forms supramolecular gel with menthol containing methylsalicylate solvent. The resulting gel shows topical self-delivery application in treating imiquimod induced skin inflammation in mice.
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Fluoride binding in water with the use of micellar nanodevices based on salophen complexes

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,2437-2443
DOI: 10.1039/C4OB02298J, PaperFlore Keymeulen, Paolo De Bernardin, Ilaria Giannicchi, Luciano Galantini, Kristin Bartik, Antonella Dalla Cort
Uranyl-salophen complexes incorporated into micelles are evaluated as supramolecular nanosystems for the binding of fluoride in water.
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Styryl ether formation from benzyl alcohols under transition-metal-free basic DMSO conditions

16 February, 2015 - 13:17

Org. Biomol. Chem., 2015, 13,2267-2272
DOI: 10.1039/C4OB02358G, PaperKai Yang, Qiuling Song
A phenol-catalyzed aerobic oxidative styryl ether formation method was developed with benzyl alcohol under basic DMSO.
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Correction: Studies towards asymmetric synthesis of 4(S)-11-dihydroxydocosahexaenoic acid (diHDHA) featuring cross-coupling of chiral stannane under mild conditions

12 February, 2015 - 12:17
Org. Biomol. Chem., 2015, 13,2196-2196
DOI: 10.1039/C5OB90015H, CorrectionRui Wang, Anyu He, Errabelli Ramu, John R. Falck
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Synthesis of imidazoles via cascade reaction of nitroallylic acetates with amidines and studies on their trypanocidal activity

12 February, 2015 - 12:17

Org. Biomol. Chem., 2015, 13,1996-2000
DOI: 10.1039/C4OB02561J, CommunicationTarun Kumar, Deepti Verma, Rubem F. S. Menna-Barreto, Wagner O. Valenca, Eufranio N. da Silva Junior, Irishi N. N. Namboothiri
Functionalized imidazoles derived from nitroallylic acetates and amidines exhibit potent activity against T. cruzi, the etiological agent of Chagas disease.
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Synthesis of a novel water-soluble cylindrical macrotricyclic host and its complexation with N-methylquinolinium and N-methylisoquinolinium salts: formation of 1 : 2 complexes in water

12 February, 2015 - 12:17

Org. Biomol. Chem., 2015, 13,1988-1991
DOI: 10.1039/C4OB02533D, CommunicationFei Zeng, Chuan-Feng Chen
A water-soluble cylindrical macrotricyclic host could form 1 : 2 complexes with N-methylquinolinium or N-methylisoquinolinium salts in water solution and in the solid state.
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Highly efficient synthesis of novel methyl 132-methylene mesopyropheophorbide a and its stereoselective Michael addition reaction

12 February, 2015 - 12:17

Org. Biomol. Chem., 2015, 13,1992-1995
DOI: 10.1039/C4OB02491E, CommunicationJiazhu Li, Yang Liu, Xi-Sen Xu, Yan-Long Li, Shan-Guo Zhang, Il Yoon, Young Key Shim, Jin-Jun Wang, Jun-Gang Yin
pH-Dependent regioselective condensation of methyl mesopyropheophorbide a with HCHO is studied and stereoselective Michael reaction of the 132-methylene product is also discussed.
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The chemical biology of dimethylsulfoniopropionate

12 February, 2015 - 12:17

Org. Biomol. Chem., 2015, 13,1954-1968
DOI: 10.1039/C4OB02407A, Review ArticleJeroen S. Dickschat, Patrick Rabe, Christian A. Citron
This review addresses synthesis, biosynthesis, transport and degradation of dimethylsulfoniopropionate and its derivatives.
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Exploring the scope of the isothiourea-mediated synthesis of dihydropyridinones

12 February, 2015 - 12:17

Org. Biomol. Chem., 2015, 13,2177-2191
DOI: 10.1039/C4OB02408G, PaperPei-Pei Yeh, David S. B. Daniels, Charlene Fallan, Eoin Gould, Carmen Simal, James E. Taylor, Alexandra M. Z. Slawin, Andrew D. Smith
The exploration and expansion of the scope of the isothiourea-mediated synthesis of dihydropyridinones is presented.
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Halide inhibition of the copper-catalysed azide-alkyne cycloaddition

12 February, 2015 - 12:17

Org. Biomol. Chem., 2015, 13,1974-1978
DOI: 10.1039/C4OB02479F, CommunicationRebekah M. Moorman, Matthew B. Collier, Bram H. Frohock, Michael D. Womble, Justin M. Chalker
Halides are inhibitors of the copper-catalysed azide-alkyne cycloaddition. Case studies in this inhibition are presented, along with experimental measures useful in accommodating halides in this widely used reaction.
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Metal-free C-H amination of unactivated hydrocarbons with sulfonylimino-[small lambda]3-bromanes generated in situ from (diacetoxybromo)benzene

12 February, 2015 - 12:17

Org. Biomol. Chem., 2015, 13,2129-2133
DOI: 10.1039/C4OB02160F, PaperKazunori Miyamoto, Taiga Ota, Md. Mahbubul Hoque, Masahito Ochiai
A simple method for direct metal-free C-H amination of unactivated hydrocarbons using easy-handling diacetoxy-[small lambda]3-bromane and triflylamide or sulfamate esters was developed.
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Rapid access to glycopeptide antibiotic precursor peptides coupled with cytochrome P450-mediated catalysis: towards a biomimetic synthesis of glycopeptide antibiotics

10 February, 2015 - 11:54

Org. Biomol. Chem., 2015, 13,2012-2021
DOI: 10.1039/C4OB02452D, PaperClara Brieke, Veronika Kratzig, Kristina Haslinger, Andreas Winkler, Max J. Cryle
One Cytochrome P450 enzyme performs the phenolic crosslinking of a range of chemically synthesized, carrier-protein loaded glycopeptide antibiotic precursor peptides.
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Harmony of CdI2 with CuBr for the One-Pot Synthesis of Optically Active [small alpha]-Allenols

10 February, 2015 - 11:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C4OB02673J, PaperJia-Sheng Zhang, Juntao Ye, Shengming Ma
A highly efficient one-pot synthesis of chiral [small alpha]-allenols from propargylic alcohols, aldehydes and pyrrolidine induced by CuBr and (R,Ra)-N-PINAP or (R,Sa)-N-PINAP and CdI2 has been developed. Both yields and enantioselectivities...
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Bistren cryptands and cryptates: versatile receptors for anion inclusion and recognition in water

10 February, 2015 - 11:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C4OB02618G, Review ArticleGiuseppe Alibrandi, Valeria Amendola, Greta Bergamaschi, Luigi Fabbrizzi, Maurizio Licchelli
Bistren cryptands can act as selective anion receptors in water in two distinct versions: as hexaprotonated cages and as dicopper(II) cryptates. Both classes of receptors exert geometrical selectivity, but dimetallic cryptates establish the strongest interactions with the anion.
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Tuning viscoelastic properties of supramolecular peptide gels via dynamic covalent crosslinking

10 February, 2015 - 11:54

Org. Biomol. Chem., 2015, 13,1983-1987
DOI: 10.1039/C4OB02217C, CommunicationMohammad Aref Khalily, Melis Goktas, Mustafa O. Guler
A dynamic covalent crosslinking approach is used to crosslink supramolecular peptide gels.
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Preassembly-driven ratiometric sensing of H2PO4- anions in organic and aqueous environments

10 February, 2015 - 11:54

Org. Biomol. Chem., 2015, 13,1979-1982
DOI: 10.1039/C4OB02498B, CommunicationWei-tao Gong, Duo Na, Le Fang, Hassan Mehdi, Gui-ling Ning
The preassembly phenomenon of R1 facilitates novel ratiometric fluorescence sensing of H2PO4- in organic and aqueous environments.
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