Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Measurement of supramolecular effective molarities for intramolecular H-bonds in zinc porphyrin-imidazole complexes

19 February, 2014 - 21:54

Org. Biomol. Chem., 2014, 12,1440-1447
DOI: 10.1039/C3OB42246A, PaperMichael A. Jinks, Hongmei Sun, Christopher A. Hunter
Effective molarities measured for the formation of H-bonds in a variety of zinc porphyrin-imidazole complexes are all between 3 mM and 200 mM, and the values measured for flexible and rigid ligand systems are comparable.
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Water/alcohol soluble electron injection material containing azacrown ether groups: synthesis, characterization and application to enhancement of electroluminescence

19 February, 2014 - 21:54

Org. Biomol. Chem., 2014, 12,1430-1439
DOI: 10.1039/C3OB42070A, PaperChia-Shing Wu, Huai-An Lu, Chiao-Pei Chen, Tzung-Fang Guo, Yun Chen
A copoly(p-phenylene) containing pendant azacrown ether and ethylene glycol ether groups was prepared as a highly efficient electron injection layer for PLEDs.
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Total synthesis of alkyl citrate natural products

19 February, 2014 - 21:54

Org. Biomol. Chem., 2014, 12,1367-1382
DOI: 10.1039/C3OB42231C, Review ArticleMark A. Rizzacasa, Dayna Sturgess
This review highlights the synthesis of members of the alkyl citrate family of natural products. The focus is on the stereoselective construction of the alkyl citrate moiety common to these compounds.
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Copper-catalyzed annulation of [small alpha]-substituted diazoacetates with 2-ethynylanilines: the direct synthesis of C2-functionalized indoles

19 February, 2014 - 21:54

Org. Biomol. Chem., 2014, 12,1387-1390
DOI: 10.1039/C3OB42350F, CommunicationGang Liu, Guangyang Xu, Jian Li, Dong Ding, Jiangtao Sun
Copper-catalyzed direct annulation of [small alpha]-substituted diazoacetates with 2-ethynylanilines leading to C2-functionalized indoles was achieved under mild reaction conditions. The C2-(carboxylate methyl) substituted indoles were obtained in moderate to high yields.
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A concise formation of N-substituted 3,4-diarylpyrroles - synthesis and cytotoxic activity

19 February, 2014 - 21:54

Org. Biomol. Chem., 2014, 12,1518-1524
DOI: 10.1039/C3OB42309C, PaperMaxim Egorov, Bernard Delpech, Genevieve Aubert, Thierry Cresteil, Maria Concepcion Garcia-Alvarez, Pascal Collin, Christian Marazano
Sequential condensation of a phenacyl halide with a primary amine and a phenylacetaldehyde led to N-substituted 3,4-diarylpyrroles. Synthesis of analogs of the marine alkaloid halitulin and cytotoxic studies are reported.
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Enzyme-controllable F-NMR turn on through disassembly of peptide-based nanospheres for enzyme detection

19 February, 2014 - 21:54

Org. Biomol. Chem., 2014, 12,1383-1386
DOI: 10.1039/C3OB42078G, CommunicationJie Gao, Yang Shi, Youzhi Wang, Yanbin Cai, Jie Shen, Deling Kong, Zhimou Yang
The enzyme tyrosinase could trigger the disassembly of peptide-based nanospheres, resulting in F-NMR signal turning on.
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Cationic lipophosphoramidates with two different lipid chains: synthesis and evaluation as gene carriers

17 February, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,1463-1474
DOI: 10.1039/C3OB42270D, PaperStephanie S. Le Corre, Mathieu Berchel, Nawal Belmadi, Caroline Denis, Jean-Pierre Haelters, Tony Le Gall, Pierre Lehn, Tristan Montier, Paul-Alain Jaffres
The synthesis of a series of new cationic lipids possessing two different lipid chains is detailed. The transfection efficacies have shown the interest to associate a phytanyl chain with either, a lauryl or oleyl chain.
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Enantioselective synthesis of [small alpha]-halo-[small alpha]-alkylmalonates via phase-transfer catalytic [small alpha]-alkylation

17 February, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,1510-1517
DOI: 10.1039/C3OB42107D, PaperSuckchang Hong, Minsik Kim, Myunggi Jung, Min Woo Ha, Myungmo Lee, Yohan Park, Mi-hyun Kim, Taek-Soo Kim, Jihoon Lee, Hyeung-geun Park
A new enantioselective synthetic method for [small alpha]-halo-[small alpha]-alkylmalonates is reported.
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Asymmetric Mannich reaction between (S)-N-(tert-butanesulfinyl)-3,3,3-trifluoroacetaldimine and malonic acid derivatives. Stereodivergent synthesis of (R)- and (S)-3-amino-4,4,4-trifluorobutanoic acids

17 February, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,1454-1462
DOI: 10.1039/C3OB42425A, PaperNorio Shibata, Takayuki Nishimine, Naoyuki Shibata, Etsuko Tokunaga, Kosuke Kawada, Takumi Kagawa, Jose Luis Acena, Alexander E. Sorochinsky, Vadim A. Soloshonok
Mannich additions of malonates to the title CF3-sulfinylimine are described.
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Nickel-catalyzed cross-coupling of aryltrimethylammonium triflates and amines

17 February, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,1448-1453
DOI: 10.1039/C3OB41989D, PaperXue-Qi Zhang, Zhong-Xia Wang
Ni(cod)2-IPr effectively catalyzes cross-coupling of aryltrimethylammonium triflates and amines in the presence of NaOBut and 4 A molecular sieves.
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A cascading reaction sequence involving ligand-directed azaelectrocyclization and autooxidation-induced fluorescence recovery enables visualization of target proteins on the surfaces of live cells

17 February, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,1412-1418
DOI: 10.1039/C3OB42267D, PaperKatsunori Tanaka, Masataka Kitadani, Ayumi Tsutsui, Ambara R. Pradipta, Rie Imamaki, Shinobu Kitazume, Naoyuki Taniguchi, Koichi Fukase
A general probe designed to induce a cascading sequence of reactions on a target protein was efficiently synthesized.
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Palladium catalyzed acetoxylation of benzylic C-H bonds using a bidentate picolinamide directing group

17 February, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,1405-1411
DOI: 10.1039/C3OB42196A, PaperTao Cheng, Weiyu Yin, Yi Zhang, Yingnan Zhang, Yong Huang
Palladium catalysed oxygenation of inert benzylic C-H bonds offers a straightforward entry to heterocycle synthesis.
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A computational study of the glycylserine hydrolysis at physiological pH: a zwitterionic versus anionic mechanism

17 February, 2014 - 21:17

Org. Biomol. Chem., 2014, 12,1395-1404
DOI: 10.1039/C3OB42372G, PaperTzvetan T. Mihaylov, Tatjana N. Parac-Vogt, Kristine Pierloot
The hydrolysis of GlySer at physiological pH was investigated by modeling the most feasible reaction mechanisms in aqueous phase at the MP2/6-311+(2df,2p)//SMD-M06/6-311+(2df,2p) level of the theory.
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"Sulfolefin": a mixed sulfinamido-olefin ligand in enantioselective rhodium-catalyzed addition of arylboronic acids to trifluoromethyl ketones

13 February, 2014 - 20:17

Org. Biomol. Chem., 2014, 12,1211-1214
DOI: 10.1039/C3OB41888J, CommunicationVictoria Valdivia, Inmaculada Fernandez, Noureddine Khiar
Trifluoromethyl-substituted tertiary alcohols were obtained with good yields and enantioselectivities using the shelf stable sulfolefin-1 as a catalyst precursor.
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A QM/MM study of the catalytic mechanism of nicotinamidase

13 February, 2014 - 20:17

Org. Biomol. Chem., 2014, 12,1265-1277
DOI: 10.1039/C3OB42182A, PaperXiang Sheng, Yongjun Liu
The reaction pathway, the detail of each elementary step, the reaction energetics, and the roles of key residues and the Zn-binding site of nicotinamidase (Pnc1) are illustrated by a QM/MM study.
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Efficient and novel one-pot synthesis of polycycles bearing cyclols by FeCl3-promoted [2 + 2] cycloaddition: application to cannabicyclol, cannabicyclovarin, and ranhuadujuanine A

13 February, 2014 - 20:17

Org. Biomol. Chem., 2014, 12,1250-1257
DOI: 10.1039/C3OB42110D, PaperXin Li, Yong Rok Lee
Polycycles bearing a cyclol moiety were synthesized via FeCl3-promoted [2 + 2] cycloaddition reactions, which were further converted into the formylated compounds.
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Synthesis of polysubstituted pyrroles via [3 + 2]-annulation of aziridines and [small beta]-nitroalkenes under aerobic conditions

11 February, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,1351-1356
DOI: 10.1039/C3OB42324G, PaperShaoyin Wang, Xiancui Zhu, Zhuo Chai, Shaowu Wang
Polysubstituted pyrroles are regioselectively synthesized via the copper acetate-catalyzed [3 + 2] annulation reaction of aziridines and nitroalkenes under aerobic conditions.
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Hypervalent iodine(III)-mediated cyclopropa(e)nation of alkenes/alkynes under mild conditions

11 February, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,1341-1350
DOI: 10.1039/C3OB42123F, PaperShaoxia Lin, Mengru Li, Zhiyong Dong, Fushun Liang, Jingping Zhang
Iodobenzene diacetate-mediated cyclopropanation and propenation of alkenes and alkynes with active methylene compounds have been developed and plausible mechanisms are proposed.
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Synthesis of tetracyclic chromenones via platinum(II) chloride catalysed cascade cyclization of enediyne-enones

11 February, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,1318-1327
DOI: 10.1039/C3OB41911H, PaperMahalingam Sivaraman, Paramasivan T. Perumal
PtCl2 catalysed cascade cyclization of an enediyne-enone system to afford naphthalene fused chromenones in good to excellent yield and attempts to synthesize chrysene fused chromenone are reported in this manuscript.
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Nickel-catalyzed triarylamine synthesis: synthetic and mechanistic aspects

11 February, 2014 - 19:54

Org. Biomol. Chem., 2014, 12,1232-1236
DOI: 10.1039/C3OB42053A, PaperXin-Le Li, Wei Wu, Xin-Heng Fan, Lian-Ming Yang
Triarylamine was synthesised from nickel-catalyzed amination, and the reaction mechanism of a NiI-NiIII cycle is proposed.
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