71195-14-7Relevant academic research and scientific papers
NATURAL BITHIOPHENES AS SINGLET OXYGEN SENSITIZERS
D'Auria, Maurizio,D'Onofrio, Franco
, p. 633 - 636 (2007/10/02)
The possibility of using naturally-occurring bithiophenes 4-8 as singlet oxygen photosensitizers has been explored using the reaction of adamantylideneadamantane, 9, and 2-methyl-2-pentene, 11, with singlet oxygen as test reactions.All compounds 4-8 have been found to catalyse the conversions 9 --> 10 and 11 --> 12 + 13.All the reactions are quenched by 1,4-diazabicyclooctane (DABCO).A plot of -1 vs. -1 for different DABCO concentrations showed a common intercept, suggesting that DABCO quenched singlet oxygen generated by light excitation of 4-8.
CHEMISTRY OF SINGLET OXYGEN. PART 44: MECHANISM OF PHOTOOXIDATION OF 2,5-DIMETHYLHEXA-2,4-DIENE AND 2-METHYL-2-PENTENE.
Manring,Foote
, p. 4710 - 4717 (2007/10/02)
Solvent and temperature effects on the singlet oxygen oxidations of 2,6-dimethyl-2,4-hexadiene (DMHD) and 2-methyl-2-pentene (2M2P) are studied. It is concluded that the initial interaction between 2M2P and **1O//2 (which gives only ene products) and that between DMHD and **1O//2 (which gives ene products, dioxetane, and nonreactive quenching) are identical. It is also suggested that the quenching path for DMHD could involve formation of an intermediate zwitterion or 1,4-biradical, which undergoes intersystem crossing and decays to ground-state oxygen and DMHD.
Quenching of Singlet Oxygen by 1,3,5-Triaryl-2-pyrazolines
Ando, Wataru,Sato, Rikiya,Yamashita, Masataka,Akasaka, Takeshi,Miyazaki, Hajime
, p. 542 - 546 (2007/10/02)
The efficient quenching of photochemically generated singlet oxygen by four 1,3,5-triaryl-2-pyrazolines (5-8) and p-(diethylamino)benzaldehyde diphenylhydrazone (9) has been investigated by inhibition of the photosensitized oxygenation of 1,3 diphenylisobenzofuran and 2-methyl-2-pentene. 1-Phenyl-3--5--2-pyrazoline (8) quenches singlet oxygen without any reaction at all, and the quenching rate constant reaches a maximum of 5.8 x 109 M-1 s-1.The quenching ability correlates with the value of their one-electron oxidation potentials (Ep).
Studies on the Autoxidation of Branched-chain Olefins. I. Autoxidation of 2-Methylalk-1-enes and 2-Methylalk-2-enes
Bilas, W.,Hoebold, W.,Pritzkow, W.
, p. 125 - 141 (2007/10/02)
The products of the autoxidation of 2-methylpent-1-ene, 2-methylpent-2-ene, 2-methylhex-1-ene, 2-methylhex-2-ene, 2,4,4-trimethylpent-1-ene, and 2,4,4-trimethylpent-2-ene were analyzed by gas chromatography.The identification of the products corresponding to the individual peaks was possible by comparison with authentic substances or by preparative gaschromatographic separation and n.m.r.-spectroscopy of the isolated samples.In this way not only the epoxides and the products of the oxidative cleavage of the C=C double bond but also the allylic alcohols formed by LiAlH4-reduction of the oxidation mixtures could be identified and analyzed.From the results the compositions of the original oxidation mixtures were calculated.
