10304-96-8Relevant academic research and scientific papers
PINACOL CLEAVAGE USING IRON(III)TRISPHENANTHROLINE COMPLEXES
Penn, John H.,Deng, Dao-Li,Chai, Kyung-Jin
, p. 3635 - 3638 (1988)
Oxidative bond cleavage of benzpinacol and 2,3-diphenyl-2,3-butanediol have been effected with two Fe(III)(1,10-phenantroline)3 complexes which are thought to undergo electron transfer reactions by an outer sphere mechanism.The products of these reactions are exclusively the corresponding ketones when 2,6-di-t-butylpyridine is added to the solution.In contrast to the facile oxidations of these aromatic substrates, pinacol is not cleaved under these reaction conditions.
SYNTHESIS AND PHOTOCHEMICAL PROPERTIES OF NITROTHIENYL DERIVATIVES
D'Auria, Maurizio,Mauriello, Giacomo
, p. 542 - 545 (2007/10/02)
Some 2-nitrothienyl derivatives characterized by the presence of an aryl or heteroaryl substituent in the C-5 position were synthesized by using a photochemical coupling procedure.All synthesized compounds were demonstrated to be singlet oxygen sensitizers in the trans-α,α'-dimethylstilbene photooxidation.
Synthesis and photochemical behaviour of 4-nitroimidazoles in the presence of oxygen
D'Auria, Maurizio,D'Onofrio, Franco,Suwinski, Jerzy,Swierczek, Krzysztor
, p. 3899 - 3906 (2007/10/02)
Synthesis and photochemical properties of 1-aryl-4-nitroimidazoles are described. These compounds are good sensitizers of superoxide ion. Only 1-phenyl-2-methyl-4-nitroimidazole is a photosensitizer of singlet oxygen.
THE PHOTOCHEMICAL PREPARATION OF OZONIDES BY ELECTRON-TRANSFER PHOTO-OXYGENATION OF EPOXIDES
Schaap, A. Paul,Siddiqui, Shahabuddin,Prasad, Girija,Palomino, Eduardo,Sandison, Mark
, p. 2229 - 2236 (2007/10/02)
9,10-Dicyanoanthracene (DCA) sensitizes the electron-transfer photo-oxygenation of epoxides in oxygen-saturated acetonitrile to form ozonides.Epoxides with oxidation potentials lower than 2 V vs SCE quench the fluorescence of DCA and are converted to the
Photoinduced Electron Transfer Reaction. Part 3. 9,10-Dicyanoanthracene-sensitized Photo-oxidation of Electron-rich Stilbene Oxides
Futamura, Shigeru,Kusunose, Shosaku,Ohta, Hiroyuki,Kamiya, Yoshio
, p. 15 - 19 (2007/10/02)
The 9,10-dicyanoanthracene (DCA)-sentisized photo-oxygenation of the electron-rich stilbene oxides (1) gives the ozonides (2) almost quantitatively.The fluorescence of DCA is quenched by (1) at a diffusion-controlled rate and the above reaction is quenched by polymethoxybenzenes which indicates that an electron transfer mechanism is involved.The quantum yield for ozonide formation varies from 0.6 for trans-2-(4-methoxyphenyl)-3-phenyloxirane (1d) to 2.4 for trans-2,3-bis(4-methoxyphenyl)-2,3-diethyloxirane (1h), suggesting a duplex reaction mechanism such as photo-oxygenation by superoxide and a Barton mechanism after the initial electron transfer from the epoxides (1) to the excited singlet state of DCA.
PHOTO- AND THERMOINDUCED GENERATION OF 1,3-DIARYL CARBONYL YLIDES FROM 2,3-DIARYLOXIRANES. 1,3-DIPOLAR CYCLOADDITIONS TO DIPOLAROPHILES
Wong, J. P. K.,Fahmi, A. A.,Griffin, G. W.,Bhacca, N. S
, p. 3345 - 3356 (2007/10/02)
A group of symmetrically substituted 2,3-diaryloxiranes have been studied as photoprecursprs for carbonyl ylides.The stereochemistry of the adducts obtained upon interception of these 4n pi-transient systems with a variety of dipolarophiles provides information on the mode(s) of electrocyclic opening of the oxiranes to carbonyl ylides, as well as the mechanism of the 4n+2 cycloaddition process.The stereochemistry of the dipolarophiles is preserved in the cycloadducts, which is consistent with a concerted addition process; however, solvent effects, steric hindrance, and possibly secondary orbital overlap factors all may play a role in determining the product distribution.
