Phenylacetylene was investigated as a differential inhibitor of ammonia monooxygenase (AMO), soluble methane monooxygenase (sMMO) and membrane-associated or particulate methane monooxygenase (pMMO) in vivo. At phenylacetylene concentrations > 1 microM, whole-cell AMO activity in Nitrosomonas europaea was completely inhibited. Phenylacetylene concentrations above 100 microM inhibited more than 9...

The one-pot synthesis of benzo[f]quinolin-3-ones and benzo[a]phenanthridein-5-ones was achieved by the inter- and intramolecular photoannulation of 6-chloropyridin-2-ones and 3-chloroisoquinolin-1-ones with phenylacetylene or tethered phenylacetylene. The reactions were proceeded by photoaddition of 6-chloropyridin-2-ones and 3-chloroisoquinolin-1-ones to phenylacetylene to give the chlorine-su...

Molecules of a thiol-functionalized phenylacetylene derivative were assembled on the CdS nanorod surface and copolymerized with phenylacetylene, affording an inorganic semiconductor-conjugated polymer hybrid with excellent solubility and high photoconductivity.

An optically active helical poly(phenylacetylene) was synthesized by the copolymerization of phenylacetylenes bearing optically active hydroxy or ester groups obtained by the kinetic resolution of a racemic phenylacetylene with lipase; the helix-sense was inverted from one helix to another by the further chemical modification of the hydroxy groups with achiral bulky isocyanates or an acid chlor...

Syntheses of the C-glycosyl flavone natural products aspalathin and nothofagin have been accomplished in eight steps from tribenzyl glucal, tribenzylphloroglucinol, and either 4-(benzyloxy)phenylacetylene or 3,4-bis(benzyloxy)phenylacetylene. The key step of the syntheses involves a highly stereoselective Lewis acid promoted coupling of 1,2-di-O-acyl-3,4,6-tribenzylglucose with tribenzylphlorog...

Phenylacetylene and biphenylacetylene are oxidized by cytochrome P-450 to the corresponding arylacetic acids. The acetylenic hydrogen shifts to the adjacent carbon and one atom of molecular oxygen is incorporated into the carboxylic acid group in these transformations, which are subject to a large kinetic isotope effect when the acetylenic hydrogen is replaced by deuterium. The same products an...

Nickel POCOP-pincer hydride complexes [2,6-(R2PO)2C6H3]NiH (R = (I)Pr, 4a; R = (c)Pe = cyclopentyl, 4b) react with phenylacetylene to generate [2,6-(R2PO)2C6H3]NiC(Ph)=CH2 (5a–b) as the major product and (E)-[2,6-(R2PO)2C6H3]NiCH=CHPh (6a–b) as the minor product. The 2,1-insertion is more favorable than the 1,2-insertion and both pathways involve cis addition of Ni–H across the C≡C bond. Unlike...

The time-dependent dynamics of phenol dissolved in liquid phenylacetylene is theoretically investigated through first-principles calculations and molecular dynamics. By modeling the hydroxyl functional group with a Morse potential, the bond becomes site-sensitive, vibrating at distinct frequencies when bound at the phenylacetylene triple bond and aromatic ring. This can be exploited to simulate...

0009-2614/$ see front matter 2008 Elsevier B.V. A doi:10.1016/j.cplett.2008.05.043 * Corresponding author. Fax: +1 305 348 3772. E-mail address: [email protected] (A.M. Mebel). Ab initio G3(MP2,CC)//B3LYP/6-311G calculations have been performed to investigate the C2H + C6H6 and C4H3 + C4H4 reactions on the C8H7 potential energy surface. The results demonstrate that C2H reacts with benzene without ...