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Showing papers in "Organic Letters in 2008"


Journal ArticleDOI
TL;DR: Control experiments support a radical-based mechanism and suggest radical processes may be partially involved in the reported transition-metal-catalyzed arylation reactions employing t-butoxide bases and haloarenes under elevated temperatures or under microwave irradiation.

416 citations


Journal ArticleDOI
TL;DR: A coumarin-based fluorescent chemodosimeter with a salicylaldehyde functionality as a binding site has been developed for selective detection of cyanide anions over other anions in water at biological pH.

410 citations


Journal ArticleDOI
TL;DR: A novel distyryl-substituted boradiazaindacene (BODIPY) dye displays interesting properties as a sensitizer in DSSC systems, opening the way to further exploration of structure-efficiency correlation within this class of dyes.

400 citations


Journal ArticleDOI
TL;DR: A visible near-infrared chemosensor for mercury ions was successfully devised and characterized and its high selectivity towards mercury ions over the other competitive species makes the "naked-eye" detection of mercury ions possible.

372 citations


Journal ArticleDOI
TL;DR: Catalytic amounts of aromatic carboxylic acid MesCO H enabled efficient ruthenium-catalyzed direct arylations in apolar solvents with unparalleled broad scope via a concerted deprotonation-metalation mechanism.

340 citations


Journal ArticleDOI
TL;DR: Stille coupling of regioisomerically pure dibromonaphthalene bisimides (NBI) with various stannylated thiophene-based monomers yields (very) high molecular weight donor-acceptor conjugated polymers.

327 citations


Journal ArticleDOI
Zhen-Ning Sun1, Feng-Qin Liu1, Yan Chen1, Paul K.H. Tam1, Dan Yang1 
TL;DR: A fluorescent probe, HKOCl-1, has been successfully developed for the detection of hypochlorous acid on the basis of a specific reaction with p-methoxyphenol and might be used as an efficient tool for probing the roles HOCl plays in biological systems.

325 citations


Journal ArticleDOI
Lei Liu1, Guanxin Zhang1, Junfeng Xiang1, Deqing Zhang1, Daoben Zhu1 
TL;DR: Two new tetraphenylethylene (TPE) compounds 1 and 2 bearing adenine and thymine moieties were found to be fluorescence "turn on" chemosensors for Ag(+) and Hg(2+) by making use of the AIE feature of TPE motif and the specific binding ofadenine/thymine with Ag(+)/Hg( 2+).

318 citations


Journal ArticleDOI
TL;DR: The palladium-catalyzed oxidative vinylation of indole-3-carboxylic acids with alkenes effectively proceeds via directed C-H functionalization and decarboxylation to produce the corresponding 2-vinylated indoles.

298 citations


Journal ArticleDOI
TL;DR: A novel "naked-eye" and ratiometric fluorescent zinc sensor (AQZ) of carboxamidoquinoline with an alkoxyethylamino chain as receptor was designed and synthesized and shows good water solubility and high selectivity for sensing.

295 citations


Journal ArticleDOI
Weiying Lin1, Lingliang Long1, Lin Yuan1, Zengmei Cao1, Bingbing Chen1, Wen Tan1 
TL;DR: 4-(1H-phenanthro[9,10-d]imidazol-2-yl)benzaldehyde 1 was rationally designed as a novel ratiometric fluorescent probe for cysteine and homocysteine, notably, the probe displayed a very large (125 nm) hypsochromic shift in emission due to switching off intramolecular charge transfer.

Journal ArticleDOI
Yan-Rong Zhang1, Lin He1, Xu Wu1, Pan-Lin Shao1, Song Ye1 
TL;DR: N-heterocyclic carbenes were demonstrated to be efficient catalysts for the Staudinger reaction of ketenes with N-tosyl, N-benzyloxycarbonyl, or N-tert-butoxy Carbonyl imines, and two possible catalytic pathways, initiated by the addition of NHC to ketenes or imines were discussed.

Journal ArticleDOI
TL;DR: Inexpensive copper catalysts enabled modular one-pot multicomponent syntheses of fully decorated triazoles through a sustainable "click" reaction/direct arylation sequence.

Journal ArticleDOI
TL;DR: A Hg(2+)-selective rhodamine 6G derivative bearing thiolactone moiety was synthesized, and its crystal structure with HG(2+) is presented to explain the binding mode.

Journal ArticleDOI
TL;DR: A novel boradiazaindacene derivative to detect cyanide ions in solution at micromolar concentrations is developed and displays a large decrease in emission intensity and a reversible color change from red to blue on contact with cyanide ion.

Journal ArticleDOI
TL;DR: In this paper, a rhodium-catalyzed chelation-assisted C-H activation of alpha, β-unsaturated ketoximes and the reaction with alkynes to afford highly substituted pyridine derivatives is described.

Journal ArticleDOI
TL;DR: Generated in nine steps from a glucose analogue, DIMAC reacted with azide-labeled proteins and cells similarly to cyclooctynes, however, its superior polarity and water solubility reduced nonspecific binding, thereby improving the sensitivity of azide detection.

Journal ArticleDOI
TL;DR: In this article, the ortho arylation of anilides to form biphenyls via a twofold C−H functionalization/C−C bond-forming process is described.

Journal ArticleDOI
TL;DR: A new fluorescent turn-on probe for the selective sensing and bioimaging of thiols is reported and excellent immunity to interference from nitrogen and oxygen nucleophiles is demonstrated.

Journal ArticleDOI
TL;DR: Using propiolic acid as a difunctional alkyne and using the consecutive reactions of the Sonogashira reaction and the decarboxylative coupling, unsymmetrically substituted diaryl alkynes were obtained in moderate to good yield.

Journal ArticleDOI
TL;DR: Cultivation of an obligate marine Streptomyces strain has furnished the marinopyrroles A and B, densely halogenated, axially chiral metabolites that contain an uncommon bispyrrole structure that possess potent antibiotic activities against methicillin-resistant Staphylococcus aureus.

Journal ArticleDOI
TL;DR: This method features the use of a novel catalytic system consisting of 10 mol % of Pd(II), 50 mol% of Cu(I), and 2 equiv of Bu4NBr that produced variously substituted benzothiazoles in high yields with good functional group tolerance.

Journal ArticleDOI
Jianming Liu1, Xingao Peng1, Wei Sun1, Yongwei Zhao1, Chungu Xia1 
TL;DR: A magnetically separable palladium catalyst was simply synthesized through a wet impregnation incorporating palladium nanoparticles and superparamagnetic Fe3O4 nanoparticles in KBH4 solution, which is a highly efficient catalyst for the carbonylative Sonogashira coupling reaction of aryl iodides with terminal alkynes under phosphine-free conditions.

Journal ArticleDOI
TL;DR: A novel distyryl-substituted boradiazaindacene (bodipy) dye with an emission peak moving hypsochromically from 730 to 680 nm on Zn(II) ion binding seems to be promising as one of the very few water-soluble fluorescent chemosensors emitting in the near IR region.

Journal ArticleDOI
TL;DR: A series of new fluorescent probes bearing tren-spaced rhodamine B and dansyl groups have been synthesized and compound 1 shows the best FRET efficiency throughdansyl emission to rhodamines absorption for the Cu2+ ion.

Journal ArticleDOI
Kewei Huang1, Hong Yang1, Zhiguo Zhou1, Mengxiao Yu1, Fuyou Li1, Xia Gao1, Tao Yi1, Chunhui Huang1 
TL;DR: It has been demonstrated that FD7 can be used as a fluorescent probe for monitoring Cr(3+) in living cells by means of confocal laser scanning microscopy experiments.

Journal ArticleDOI
TL;DR: A variety of substituted benzotriazoles have been prepared by the [3 + 2] cycloaddition of azides to benzynes under mild conditions, affording a rapid and easy entry to substituted, functionalized benzotRIazoles under mild circumstances.

Journal ArticleDOI
TL;DR: Nanosized platinum particles dispersed on platelet-type CNF efficiently catalyze the reduction of functionalized nitroarenes to the corresponding substituted anilines in high turnover numbers with other functional groups remaining intact.

Journal ArticleDOI
TL;DR: A protocol for forming a highly active PD(0) catalyst from Pd(OAc) 2, water, and biaryldialkylphosphine ligands has been developed and exhibits excellent reactivity and efficiency in the coupling of a variety of amides and anilines with aryl chlorides.

Journal ArticleDOI
TL;DR: A coumarin-based colorimetric chemosensor 1 exhibits good sensitivity and selectivity for the copper cation over other cations both in aqueous solution and on paper-made test kits.