Studies towards green oxidation of alcohols with visible light

Akkaş, Kıvanç
Conversion of alcohols to the corresponding carbonyl compounds is one of the key reactions in organic chemistry. For this, numerous methods have been developed. However, most of these methods produce environmentally hazardous waste. With this in mind, an environmentally benign method was attempted to be developed. The idea was borrowed from Dye Sensitized Solar Cells (DSSC); electron relay mechanism in DSSC to be replaced with oxidation of alcohols. First, TiO2 as metal oxide and O2 as electron acceptor were used. The benzyl alcohol was added to the dye and TEMPO included TiO2/O2 system to yield benzaldehyde, but the method failed in our hands. However, when ZnO as metal oxide and Ag+ as electron acceptor were used, the reaction converted alcohols to the corresponding aldehydes. Our contribution in this thesis is reducing the diffusion control to increase the rate of reaction. To this end, TEMPO incorporated dyes were developed and synthesized.


Electrochemical and chemical oxidation of K(C2H5OCS2),[Ni(C2H5OCS2)(2)] and [N(C2H5)(4)][Ni(C2H5OCS2)(3)]
Dag, O; Önal, Ahmet Muhtar; Isci, H (1996-06-26)
Electrochemical and chemical oxidation of (Et-Xan(-)), [Ni(Et-Xan)(2)] and [Ni(Et-Xan)(3)](-) (Et-Xan(-) = C2H5OCS2- have been studied by Cyclic Voltammetry and in situ UV-Vis spectroscopy in acetonitrile at room temperature. Cyclic Voltammograms (CV) of Et-Xan(-) and Ni(Et-Xan)(2) display one (0.00 V) and two (0.35 and 0.80 V) irreversible oxidation peaks, respectively, referenced to Ag/Ag+(0.10 M) electrode. However, CV of Ni(Et-Xan)(3)(-) displays one reversible (-0.15 V) and two irreversible (0.35, 0.80...
A new synthesis of bromobenzotropones: Oxidation of 8-bromo-5H-benzo[a]cycloheptene
Dastan, A; Yildiz, YK; Kazaz, C; Balcı, Metin (2002-01-01)
The oxidation of 8-bromo-5H-belizo[a]cycloheptene with some oxidation reagents was studied. 2,3-and 4,5-benzotropone derivatives were obtained. The structures of the bromobenzotropones were determined by H-1- and C-13-NMR data.
Synthesis of polymer-supported TEMPO catalysts and their application in the oxidation of various alcohols
Tanyeli, Cihangir (2003-02-17)
We describe the synthesis of a recyclable polymer-supported TEMPO as a catalyst in the Anelli oxidation of various primary alcohols to afford the corresponding aldehydes in good yields. (C) 2003 Elsevier Science Ltd. All rights reserved.
An investigation of the formation mechanism of allene or alkyne in the 6,7-benzobicyclo[3,2.1]octane system by deuterium labeling experiments
Taskesenligil, Y; Tumer, F; Kazaz, C; Balcı, Metin (1999-01-01)
In order to reveal the real intermediate in the base-promoted reaction of 1, 3-bromo-4,4-dideuterio-6,7-benaobicyclo[3.2.1]octa-2,6-diene 10 was synthesized and its HBr elimination reaction studied. Reaction of 10 with potassium tert-butoxide yielded butoxyl ether 18 in which proton-deuterium exchange has occured.
Mn(OAc)3 promoted addition of an active methylene compound to alkenes: mechanistic studies
Ceyhan, Selin; Balcı, Metin; Department of Chemistry (2015)
Radical cyclization of alkenes is one of the most important methods for the synthesis of cyclic compounds. The one electron oxidant Mn(OAc)3 has been used for many years for the oxidative addition of acetic acid to alkenes to give lactones. In this thesis, various alkenes substituted at 1,2-positions by phenyl and thiophene rings were reacted with active methylene compounds in the presence of Mn(OAc)3∙2H2O. The regioselectivity of the addition were searched. The mechanism for the addition was studied in con...
Citation Formats
K. Akkaş, “Studies towards green oxidation of alcohols with visible light,” M.S. - Master of Science, Middle East Technical University, 2014.