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Showing papers in "Organic Letters in 2010"


Journal ArticleDOI
TL;DR: Isoindigo, as a new electron acceptor unit for organic electronic materials, was integrated into two low-energy gap oligothiophenes and demonstrates broad absorption through the visible spectrum, along with appropriate energy levels, as desired for light harvesting donors for organic solar cells when blended with [6,6]-phenyl-C(61)-butyric acid methyl ester.

428 citations


Journal ArticleDOI
TL;DR: A redox-neutral sequence of C-H vinylation via ortho-rhodation and C-N bond formation of the putative vinyl rhodium intermediate on the oxime nitrogen, where the N-O bond of oxime derivatives could work as an internal oxidant to maintain the catalytic cycle.

360 citations


Journal ArticleDOI
TL;DR: A copper-mediated oxidative cross-coupling of aryl- and alkenylboronic acids with (trifluoromethyl)trimethylsilane (Me(3)SiCF(3)) under mild conditions has been developed, which has the potential to introduce trifluorsized groups into advanced, highly functionalized organic molecules.

324 citations


Journal ArticleDOI
TL;DR: Novel aza-BODIPY derivatives substituted with heavy atoms such as bromine and iodine were synthesized and their triplet and singlet oxygen generation efficiencies have been investigated, showing absorption in the NIR region with high molar extinction coefficients.

315 citations


Journal ArticleDOI
TL;DR: An analysis of reductive quenchers and mechanistic considerations has led to an optimized protocol for the heteroaromatic alkylations, providing products in good yields and regioselectivities, as well as successfully eliminating previously observed competitive side reactions.

306 citations


Journal ArticleDOI
TL;DR: A new rhodamines-based derivative bearing a 1,8-naphthalimide group was synthesized as a dual-mode Cu(2+)-selective sensor via the rhodamine ring-opening approach and ratiometric displacement.

305 citations


Journal ArticleDOI
TL;DR: Three new diketopyrrolopyrrole (DPP) compounds are shown to be colorimetric and ratiometric red fluorescent sensors for fluoride anions with high sensitivity and selectivity.

295 citations


Journal ArticleDOI
TL;DR: The utilization of the photoredox catalyst, tris(2,2'-bipyridyl)ruthenium dichloride, and a household light bulb to effect radical cyclizations onto indoles and pyrroles at room temperature is reported.

280 citations


Journal ArticleDOI
TL;DR: A chemosensor bearing a 1,2,3-triazole ring spacer was synthesized for the selective detection of Al(3+) with respect to dual optical and electrochemical changing events.

275 citations


Journal ArticleDOI
TL;DR: A flow-through chemistry apparatus has been developed which allows gases and liquids to contact via a semipermeable Teflon AF-2400 membrane and the concept was proven by application to the ozonolysis of a series of alkenes.

274 citations


Journal ArticleDOI
TL;DR: The first enantioselective organocatalytic two- and three-component reactions via a domino Knoevenagel/Michael/cyclization sequence with cupreine as catalyst have been developed and will provide promising candidates for chemical biology and drug discovery.

Journal ArticleDOI
TL;DR: A series of squaramide-based organocatalysts were facilely synthesized and applied as hydrogen bonding organoc atalysts in the enantioselective Michael addition of nitroalkanes to chalcones, affording the desired R or S enantiomers of the products flexibly in high yields with excellent enantiOSElectivities.

Journal ArticleDOI
TL;DR: The straightforward and efficient synthesis of indolo[2,1-a]isoquinoline derivatives has been achieved by the rhodium-catalyzed aerobic oxidative coupling/cyclization of 2-phenylindoles with alkynes.

Journal ArticleDOI
TL;DR: Three copillar[5]arenes, pillararenes containing different repeating units, were successfully prepared by co-oligomerization of different monomers by using hydroquinone diethers with appropriate aliphatic chain lengths.

Journal ArticleDOI
TL;DR: Rh(III)-catalyzed oxidative coupling reactions between benzamides or heteroaryl carboxamides and olefins have been developed and the vinylation product can further undergo a Michael reaction leading to γ-lactam in the case of electron-withdrawing oleFins.

Journal ArticleDOI
TL;DR: The visual sensitivity of the receptor 2 is remarkable, showing dual color changes from colorless (receptor) to purple followed by blue and a large red shift in emission upon Cu(2+) complexation.

Journal ArticleDOI
TL;DR: Mechanistic studies revealed ruthenium-catalyzed direct arylations to proceed through reversible C-H bond activation and subsequent rate-limiting oxidative addition with aryl halides, which led to the development of widely applicable well-defined r Ruthenium(II) carboxylate catalysts.

Journal ArticleDOI
TL;DR: An efficient room-temperature method for the synthesis of 1-sulfonyl-1,2,3-triazoles from in situ generated copper(I) acetylides and sulfonyl azides is described.

Journal ArticleDOI
TL;DR: The Sonogashira coupling reaction is not catalyzed by AuI/dppe in the absence of Pd complexes, but addition of 0.1 mol % of PD(0) led to efficient cross-coupling reactions.

Journal ArticleDOI
TL;DR: N-heterocyclic carbene catalyzed oxidative amidations of various aldehydes to the corresponding hexafluoroisopropylesters by using the readily available organic oxidant A are described.

Journal ArticleDOI
TL;DR: An unprecedented Cu(II)-mediated methylthiolation of aryl C-H bonds under oxidative conditions that employs the widely available DMSO as the methylthiolysis reagent is described.

Journal ArticleDOI
TL;DR: In this letter, the first pillar[6]arene crystal structure and the first investigation of the host-guest chemistry of pillar[ 6]arenes are reported.

Journal ArticleDOI
TL;DR: The cationic N-heterocyclic carbene-gold(I) complex catalyzes the formation of tri- and tetrasubstituted pyrroles via the amino-Claisen rearrangement of N-propargyl beta-enaminone derivatives and the cyclization of alpha-allenylBeta- enaminone intermediates.

Journal ArticleDOI
TL;DR: A new fluorescent chemodosimeter (Rho-Hg1) is reported for single-selective and parts per billion level-sensitive detection of Hg(2+) in natural waters and has little interference from sulfur compounds such as cysteine and glutathione.

Journal ArticleDOI
TL;DR: A Co(II)-salen based fluorescent sensor (1.Co) that can selectively recognize cyanide anions in 1:2 binding stoichiometry over other anions has been developed.

Journal ArticleDOI
TL;DR: Catalytic enantioselective alpha-hydrazination of 1,3-dicarbonyl compounds with azodicarboxylates was investigated in the presence of the newly developed hydrogen bonding catalyst, squaramide 3j using low catalyst loading under mild conditions.

Journal ArticleDOI
TL;DR: A bifunctional organocatalytic asymmetric formal [4 + 2] cycloaddition reaction of Nazarov reagents and methyleneindolinones afforded spiro[4-cyclohexanone-1,3'-oxindoline] derivatives with excellent enantioselectivity (up to 98% ee).

Journal ArticleDOI
TL;DR: [RhCp*Cl(2)](2) (1-2 mol %) can catalyze the oxidative coupling of N-aryl-2-aminopyridines with alkynes and arylates to give N-( 2-pyridyl)indoles and N-(2- pyridinyl)quinolones, respectively, using Cu(OAc)(2) as an oxidant.

Journal ArticleDOI
TL;DR: Azole derivatives were synthesized by iron-catalyzed oxidative reactions of azoles and ethers in good to excellent yields.

Journal ArticleDOI
TL;DR: Ratiometric fluorescence response was achieved for receptor A on binding to CN(-, and this reagent was used for imaging bacterial cells pre-exposed to 1.42 microM CN(-) solution.