Show/Hide Menu
Hide/Show Apps
Logout
Türkçe
Türkçe
Search
Search
Login
Login
OpenMETU
OpenMETU
About
About
Open Science Policy
Open Science Policy
Open Access Guideline
Open Access Guideline
Postgraduate Thesis Guideline
Postgraduate Thesis Guideline
Communities & Collections
Communities & Collections
Help
Help
Frequently Asked Questions
Frequently Asked Questions
Guides
Guides
Thesis submission
Thesis submission
MS without thesis term project submission
MS without thesis term project submission
Publication submission with DOI
Publication submission with DOI
Publication submission
Publication submission
Supporting Information
Supporting Information
General Information
General Information
Copyright, Embargo and License
Copyright, Embargo and License
Contact us
Contact us
Covalent Dimers of 1,3-Diphenylisobenzofuran for Singlet Fission: Synthesis and Electrochemistry
Date
2015-01-01
Author
Akdağ, Akın
Beran, Pavel
Rulisek, Lubomir
Dron, Paul I.
Ludvik, Jiri
Michl, Josef
Metadata
Show full item record
This work is licensed under a
Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License
.
Item Usage Stats
176
views
0
downloads
Cite This
The synthesis of covalent dimers in which two 1,3-diphenylisobenzofuran units are connected through one phenyl substituent on each is reported. In three of the dimers, the subunits are linked directly, and in three others, they are linked via an alkane chain. A seventh new compound in which two 1,3-diphenylisobenzofuran units share a phenyl substituent is also described. These materials are needed for investigations of the singlet fission process, which promises to increase the efficiency of solar cells. The electrochemical oxidation and reduction of the monomer, two previously known dimers, and the seven new compounds have been examined, and reversible redox potentials have been compared with results obtained from density functional theory. Although the overall agreement is satisfactory, some discrepancies are noted and discussed.
Subject Keywords
Redox reactions
,
Oligomers
,
Electrodes
,
Mixtures
,
Oxidation
URI
https://hdl.handle.net/11511/56221
Journal
JOURNAL OF ORGANIC CHEMISTRY
DOI
https://doi.org/10.1021/jo502004r
Collections
Department of Chemistry, Article
Suggestions
OpenMETU
Core
Deuterium kinetic isotope effects in the gas-phase S N2 reactions of solvated fluoride ions with methyl halides
Kato, Shuji; Hacaloğlu, Jale; Davico, Gustavo E.; DePuy, Charles H.; Bierbaum, Veronica M. (2004-11-11)
Rate constants and deuterium kinetic isotope effects (KIEs) are measured for gas-phase nucleophilic substitution (S(N)2) reactions of solvated fluoride ions of F-(methanol) + CH3X (X = Br, I), F-(isopropyl alcohol) + CH3I, and F-(hydrogen fluoride) + CH3I at 300 K. The isotope effects are determined as the rate constant ratio k(H)/k(D) for specifically deuterated reactants, that is, methanol (CH3OH, CD3OH, CH3OD, and CD3OD), isopropyl alcohol (i-C3H7OH and i-C3H7OD), hydrogen fluoride (HF and DF), and methy...
Dehydration of aqueous aprotic solvent mixtures by pervaporation
Sarıalp, Gökhan; Kalıpçılar, Halil; Yılmaz, Levent; Department of Chemical Engineering (2012)
Aprotic solvents are organic solvents which do not easily react with a substance dissolved in it and they do not exchange protons despite of their high ion and polar group dissolving power. Therefore, this characteristic property makes aprotic solvents very suitable intermediates in many industries producing pharmaceuticals, textile auxiliaries, plasticizers, stabilizers, adhesives and ink. Dehydration of these mixtures and recirculation of valuable materials are substantial issues in industrial application...
Covalent immobilization of chloroperoxidase onto magnetic beads: Catalytic properties and stability
Bayramoglu, Guelay; Kiralp, Senem; Yilmaz, Meltem; Toppare, Levent Kamil; Arica, M. Yakup (Elsevier BV, 2008-02-15)
Amino groups containing magnetic beads were used in covalent immobilization of the enzyme "chloroperoxidase (CPO)" which is one of a few enzymes that can catalyse the peroxide dependent oxidation of a wide spectrum of organic and inorganic compounds. The magnetic poly(glycidylmethacrylate-methylmethacrylate-etbyleneglycol dimethacrylate), magnetic p(GMA-MMA-EGDMA) beads were prepared via suspension polymerization in the presence of ferric ions. The magnetic beads were characterized with scanning electron mi...
Stereoselective synthesis of optically active cyclopenta[c]pyridines and tetrahydropyridines
SEZER, Serdar; GÜMRÜKÇÜ, Yasemin; BAKIRCI, Irem; Unver, M. Yagiz; Tanyeli, Cihangir (2012-05-15)
The intramolecular Pauson-Khand and ring closing metathesis (RCM) reactions of nitrogen containing chiral enynes and dienes are described. The enyne and diene systems comprised of N-propargylated and N-allylated units are constructed on chiral homoallylic or homopropargylic alcohol backbones, respectively, via S(N)2 and/or modified Mitsunobu reactions. The racemic homoallylic and homopropargylic alcohol derivatives were successfully resolved in high ee (93-99%) by applying chemoenzymatic methods using vario...
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...
Citation Formats
IEEE
ACM
APA
CHICAGO
MLA
BibTeX
A. Akdağ, P. Beran, L. Rulisek, P. I. Dron, J. Ludvik, and J. Michl, “Covalent Dimers of 1,3-Diphenylisobenzofuran for Singlet Fission: Synthesis and Electrochemistry,”
JOURNAL OF ORGANIC CHEMISTRY
, pp. 80–89, 2015, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/56221.