P-Oxygen effect

Brunckova J, Crich D (1995) Intramolecular hydrogen atom abstraction the p-oxygen effect in the Norrish type II photo-reactireferences cited therein... 

Alkenes from p-oxygenated selenidesS /J-Phenylseleno lactones, ethers, and alcohols are converted into alkenes on treatment with ClSi(CHj)j and Nal in C HiCN. Hydriodic acid (formed by inadvertent hydrolysis) may play a role this acid cun effect this reaction, but in lower yield. This elimination thus reverses cyclo-(unclionali/ations induced by C6H5ScX (cf Na-NH3, 9, 26), and in addition provides a stereospecific route to alkenes by way of/l-hydroxv selenides. lixnmplc ... 

RothJ. P. Oxygen isotope effects as probes of electron transfer mechanisms and structures of activated 02. Acc. Chem. Res. 2009, 42, 399-408. 

Lanci M. P. Roth J. P. Oxygen isotope effects upon reversible 02-binding reactions characterizing mononuclear superoxide and peroxide structures. J. Am. Chem. Soc. 2006,... 

Deflandre, B., Sundby, B., Gremare, a., Lefran ois, L., and Gagne, J.P. (2000) Effects of sedimentary microenvironments on the vertical distributions of oxygen and DOC in coastal marine sediments scales of variability. EOS Trans Am. Geophys. Union 80, 115. 

Further experiments have shown that this effect is due to the oxygen-function at C-2, as similar alkoxy cyclopropanes display the same behaviour 69). Therefore the term syn-oxyphily has been suggested for this unusual phenomenon, the explanation of which is still speculative. Since it operates against pure steric effects, it must be of electronic nature with the P-oxygen as the key element. 

Adhikari, A.K., Singhal, O.P. 1992. Effect of dissolved oxygen content on the flavor profile of UHT milk during storage. A ust. J. Dairy Technol. 47, 1-6. 

J. C. Gregory eind P. N. Peters, The Reeiction of 5 eV Oxygen Atoms with Polymeric and Carbon Surfaces in Earth Orbit , Atomic-Oxygen Effects Measurements for Shuttle Missions STS-8 and il-G, NASA Technicail Memorandum 100459, Vol. 2, EM. J. Visentine (NASA, Houston, TX, 1988) pp. 4.1-4.5. 

Interaction of the Metal Ion with P—O—P Oxygens or P—N Nitrogens. Since the dijfferences in infrared spectra are observed for both Ln( 0104)3 4 OMPA x H2O and Ln( 0104)3 3 OMPA x H2O but not for La (0104)3 4 OMPA, the effect of the water molecules is probably more important than the secondary bonding of metal ions with P—O—P oxygens or P—N nitrogens. 

However, the regioselectivity is also affected by statistical factors and if these two effects are in opposition, then the regioselectivity may not be very great, e.g. Scheme 22. However, one extremely useful aspect of the regioselectivity of selenoxide elimination is the marked preference for elimination to take place away from an electronegative atom. P-Oxygen substituents in particular are very effective at directing the elimination away from themselves, as indicated in equations (41) and (42), and this forms the basis of a very useful allylic alcohol synthesis (Section 5.3.4.2.2). ... 

Reductions. An enantioselective reduction of symmetrical diacetylarenes (e.g., 2,6-diacetylpyridine) is accomplished with baker s yeast. a-Functionalized ketones such as l-methanesulfonyl-2-alkanones and P-keto esters give chiral alcohols. Significantly, baker s yeast grown under limited oxygen effects reduction to selectively furnish o-hydroxy esters, whereas on slow addition of the keto esters to ordinary yeast in the presence of gluconolactone the L-hydroxy esters are produced. 

Tang, Z.P., Louie, R.F., Lee, J.H., Lee, D.M., Miller, E.E., and Kost, G.J. (2001) Oxygen effects on glucose meter measurements with glucose dehydrogenase- and oxidase-based test strips for point-of-care testing. Critical Care Medicine, 29 (5), 1062-1070. 

Sander CS, Hipler UC, Wollina U, Eisner P, Inhibitory effect of terbinafine on oxygen species (ROS) generation by Candida albicans. Mycoses 2002 45 152-... 

Haberlein, A., Hader, D. P, UV Effects on Photosynthetic Oxygen Production and Chromoprotein Composition in a Fresh water Flagellate Cryptomonas, Acta Protozool. 1992, 31, 85 92. 

Jahnke L., Klein H.P. (1979) Effects of low levels of oxygen on Sacchromyces cerevisial. Origins Life 9, 329—34. 

Robillard, M. V. Siggia, S. Uden, P. C. "Effect of Oxygen on Composition of Light Hydrocarbons Evolved in Oil Shale Pyrolysis," Anal. Chem. 1979, 5 1, 435. 

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