Bis phenylethynyl

Peroxyoxalate chemiluminescence is the most efficient nonenzymatic chemiluminescent reaction known. Quantum efficiencies as high as 22—27% have been reported for oxalate esters prepared from 2,4,6-trichlorophenol, 2,4-dinitrophenol, and 3-trif1uoromethy1-4-nitropheno1 (6,76,77) with the duorescers mbrene [517-51-1] (78,79) or 5,12-bis(phenylethynyl)naphthacene [18826-29-4] (79). For most reactions, however, a quantum efficiency of 4% or less is more common with many in the range of lO " to 10 ein/mol (80). The inefficiency in the chemiexcitation process undoubtedly arises from the transfer of energy of the activated peroxyoxalate to the duorescer. The inefficiency in the CIEEL sequence derives from multiple side reactions available to the reactive intermediates in competition with the excited state producing back-electron transfer process. 

Aromaticity of the products is only one of the factors accounting for the efficiency of these cyclizations as evidenced by the discovery of a dianionic synthesis of nonaromatic 5-membered heterocycles by Tamao and coworkers who found that reduction of bis(phenylethynyl)dialkylsilanes with lithium naphthalenide resulted in formation of a cyclized product by endo-endo cyclization15 (Scheme 7). 

Similarly large anisotropies were later reported for highly emissive blends of alkoxy-substituted bis(phenylethynyl)benzene derivatives and polyolefins such as linear low-density polyethylene (LLDPE) and isotactic polypropylene (z-PP) [8,9]. The latter systems reach high levels of anisotropy at very low draw ratios, which is advantageous from a processing point of view. 

Bis(trimethylphosphine)nickel(0)-acetylene complex, 3093 Potassium bis(phenylethynyl)palladate(2—), 3699 Potassium bis(phenylethynyl)platinate(2—), 3700 Potassium bis(propynyl)palladate, 2308... 

On the basis that bis-organyl tellurides undergo Te/Li exchange by treatment with an organolithium reagent, if a thermodynamically more stable organolithium moiety is released,bis-(phenylethynyl) telluride has been employed as starting material for the synthesis of diaryl tellurides. ... 

Diphenyl telluropyran-4-one (typicalprocedure)7° 120 mL (0.12 mol) of a 1.0 M solution of lithium triethylborohydride in tetrahydrofuran are added to 7.65 g (60 mmol) of powdered tellurium under nitrogen, and the mixture stirred at 20°C for 4 h. A solution of sodium ethoxide (prepared from 5.52 g (0.24 mol) of sodium and 240 mL of absolute alcohol) is added to the dilithium telluride, 13.8 g (60 mmol) of bis(phenylethynyl) ketone are dissolved in a mixture of 150 mL of tetrahydrofuran and 150 mL of 1 M sodium ethoxide in ethanol this solution is poured as quickly as possible into the deep-purple-coloured dilithium telluride soluhon. The flask containing the reaction mixture is immediately placed in a water bath at 50°C and the temperature slowly increased over 30 min until ethanol begins to condense on the side of the flask. The water bath is removed and the mixture is stirred overnight at 20°C. Dichloromethane (400 mL) is then added, the resultant mixture is washed with 800 mL of water, and the organic phase is separated and concentrated to an oil. The oil is dissolved in 600 mL of dichloromethane, and the solution is filtered through a pad of sand. The filtrate is washed with 200 mL of 2% aqueous sodium chloride soluhon, dried with anhydrous sodium sulphate, filtered and evaporated. The brownish solid residue is triturated with 20 mL of butanenitrile and the fine yellow solid is collected by filtration yield 10.9 g (51%) m.p. 126-129°C (from acetonitrile). 

The reduction of the bis(phenylethynyl)silanes 245a-f into a two-fold radical anion, followed by an /wtramolecular carbon-carbon coupling reaction, was introduced by Tamao and coworkers to generate variously substituted 2,5-dilithio-3,4-diphenylsiloles of type... 

Bis(phenylethynyl)-2,2 -bithiophene derivatives function as 1,6-diyne synthons for benzodithiophenes <1997HCA111>. Hence, treatment of 164 with chlorotris(triphenylphosphine)rhodium(l) provides an unstable... 

In a similar manner, dimethyl-bis(phenylethynyl)silane forms a derivative in which both acetylenic groups act as bridging ligands (79, 80) ... 

Several mixed-metal clusters containing platinum and cobalt are known and some of them have been employed as methanol homologation catalysts.1 Among them, the title compound2 was first prepared unambiguously from the reaction of dichloro[l,2-ethanediylbis(diphenylphosphine)]platinum with sodium tetracarbonylcobaltate, Na[CO(CO)4]. The compound also may be prepared by the reaction of [l,2-ethanediylbis(diphenyl-phosphine)]bis(phenylethynyl)pIatinum with Co COJg.1... 

Ozonolysis of 3,5-dihydroxy-3,5-di-(w-buten-3-yl)pyrrolizidine (167c) resulted in the formation of pyrrolizidine-3,5-dihydro xy-3,5-bis(3 -propionic acid) monolactone (170). Similar treatment of 3,5-dihydro xy-3,5-bis(phenylethynyl)pyrrolizidine (167b) afforded stereoisomeric 3,5-dihydroxypyrrolizidine-3,5-dicarboxylic acids (171a and 171b). 

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