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Tracing absorption and emission characteristics of halogen-bonded ion pairs involving halogenated imidazolium species.
Phys Chem Chem Phys
March 2021
Arbeitsgruppe Quantenchemie, Ruhr-Universität, Bochum 44780, Germany.
We investigate how the absorption and fluorescence of halogenated imidazolium compounds in acetonitrile solution is influenced by the presence of counterions and the ability to act as halogen-bond donors. Experimental measurements and quantum chemical calculations with correlated wavefunction methods are applied to study three monodentate halogen-bond complexes of iodo-imidazolium, iodo-benzimidazolium and bromo-benzimidazolium cations with triflate counterions, and a bidentate complex of bis(iodo-benzimidazolium) dications with chloride as counterion. The three monodentate complexes with triflate counterions relax after photoexcitation to minima on the S potential energy surface where the C-I bond and the IO halogen bond are partially broken.
View Article and Find Full Text PDFIn-Situ-Activated N-Doped Mesoporous Carbon from a Protic Salt and Its Performance in Supercapacitors.
ACS Appl Mater Interfaces
December 2016
School of Chemistry, Monash University, Melbourne, Victoria 3800, Australia.
Protic salts have been recently recognized to be an excellent carbon source to obtain highly ordered N-doped carbon without the need of tedious and time-consuming preparation steps that are usually involved in traditional polymer-based precursors. Herein, we report a direct co-pyrolysis of an easily synthesized protic salt (benzimidazolium triflate) with calcium and sodium citrate at 850 °C to obtain N-doped mesoporous carbons from a single calcination procedure. It was found that sodium citrate plays a role in the final carbon porosity and acts as an in situ activator.
View Article and Find Full Text PDFPreparation of oligodeoxyribonucleotides containing the pyrimidine(6-4)pyrimidone photoproduct by using a dinucleotide building block.
Curr Protoc Nucleic Acid Chem
June 2013
Division of Chemistry, Graduate School of Engineering Science, Osaka University, Osaka, Japan.
This unit describes procedures for the synthesis of a dinucleotide-type building block of the pyrimidine(6-4)pyrimidone photoproduct [(6-4) photoproduct], which is one of the major DNA lesions induced by ultraviolet (UV) light, and its incorporation into oligodeoxyribonucleotides. Although this type of lesion is frequently found at thymine-cytosine sites, the building block of the (6-4) photoproduct formed at thymine-thymine sites can be synthesized much more easily. The problem in the oligonucleotide synthesis is that the (6-4) photoproduct is labile under alkaline conditions.
View Article and Find Full Text PDF[Pt2(mu-SAz)(mu-S)]2+ (SAz = azolium thiolate) dication as an unusual source for quadruply bridging sulfide in [Ag2Pt2(mu-SAz)(mu4-S)]3+.
Dalton Trans
March 2010
Department of Chemistry, National University of Singapore, 3, Science Drive 3, Singapore, 117543, Singapore.
Functionalisation of the {Pt(2)(mu-S)(2)} core of [Pt(2)(mu-S)(2)(PPh(3))(4)] by imidazolium, benzimidazolium and thiazolium salts results in a series of cationic complexes with mixed-bridging ligands of azolium thiolate and sulfide. The complex [Pt(2)(mu-S)(mu-SCH(2)CH(2)C(3)H(3)N(2)CH(3))(PPh(3))(4)][PF(6)](2) reacts readily with Ag(OTf) (OTf = triflate) to give [Pt(2)(mu-SAg(2)CF(3)SO(4)H(2))(mu-SCH(2)CH(2)C(3)H(3)N(2)CH(3))(PPh(3))(4)][PF(6)](3). X-ray crystallographic analysis was carried out on [Pt(2)(mu-S)(mu-SCH(2)CH(2)C(3)H(3)N(2)CH(3))(PPh(3))(4)][PF(6)](2), [Pt(2)(mu-S)(mu-S(CH(2))(3)C(7)H(5)NS)(PPh(3))(4)][PF(6)](2), [Pt(2)(mu-S)(mu-SCH(2)CH(2)C(3)H(3)N(2)CH(3))(dppy)(4)][PF(6)](2), [Pt(2)(mu-S)(mu-SCH(2)CH(2)C(3)H(3)N(2)CH(3))(dppf)(4)][PF(6)](2), [Pt(2)(mu-SAg(2)CF(3)SO(4)H(2))(mu-SCH(2)CH(2)C(3)H(3)N(2)CH(3))(PPh(3))(4)][PF(6)](3) and [Pt(2)(mu-SCH(3))(mu-SCH(2)CH(2)C(3)H(3)N(2)CH(3))(PPh(3))(4)][PF(6)](3).
View Article and Find Full Text PDFSynthesis of oligonucleotides containing the Dewar valence isomer of the (6-4) photoproduct and their application to (6-4) photolyase studies.
Nucleic Acids Symp Ser (Oxf)
August 2007
Division of Chemistry, Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka 560-8531, Japan.
The (6-4) photoproduct, which is a major UV light-induced lesion formed between adjacent pyrimidine bases, is isomerized to its Dewar valence isomer by exposure to longer wavelengths. We have synthesized a phosphoramidite building block of the Dewar photoproduct formed at the thymidylyl(3'-5')thymidine site, and incorporated it into oligonucleotides on a DNA synthesizer, aiming to use them for biological studies. An alternative activator, benzimidazolium triflate, gave better results, while by-products were detected at longer retention time in the ordinary synthesis.
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