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1.
Prof. Piotr Bałczewski Dr. Emilia Kowalska Dr. Ewa Różycka-Sokołowska Dr. Joanna Skalik Dr. Krzysztof Owsianik Dr. Marek Koprowski Dr. Bernard Marciniak Dr. Dariusz Guziejewski Prof. Witold Ciesielski 《Chemistry (Weinheim an der Bergstrasse, Germany)》2019,25(62):14148-14161
The highly substituted mono-aryl/alkylthio-(hetero)acenes prepared in this study have been found to be thermally more stable (Tdecomp.=331–354 °C) than the known di-aryl/alkylthio-substituted acenes by an average of 25 °C. They are also much more photostable at 254 and 365 nm (in both argon and air) than the parent anthracene and other reported anthracenes. The most photostable aryl/alkylthio-anthracenes at 254 nm were found to be 60–70 (in air) and 130 (in argon) times more stable in solution than the unsubstituted anthracene, and much more stable than known EDG/EWG-substituted anthracenes (EDG=electron-donating group, EWG=electron-withdrawing group) with an extended aromatic core. Furthermore, the acenes showed significantly higher photostability at 365 nm in both air and argon. The anthracenes were obtained by the novel thio-Friedel–Crafts/Bradsher cyclization reaction of hitherto unknown [o-(1,3-dithian-2-yl)aryl](aryl)methyl thioethers. The developed approach provides a general access to mono-aryl/alkylthio-substituted (hetero)acene frameworks containing at least three fused (hetero)aromatic rings. The characteristic feature of this approach, which leads to highly substituted acenes, is that the substituents, unlike in other methods, may be introduced at an early stage of the synthesis. DFT and TD-DFT calculations confirmed the stabilizing role of the aryl/alkylthio substituent in the mono-aryl/alkylthio-substituted anthracenes, which are the most stable anthracenes prepared to date. Their high photostability is mainly due to the quenching of singlet oxygen by the acene and the quenching of the acene S1 state by molecular oxygen. 相似文献
2.
Wójcik A Naumov S Marciniak B Hermann R Brede O 《The journal of physical chemistry. B》2005,109(31):15135-15144
Addition and elimination interaction of thiyl radicals with the C5-C6 double bond in pyrimidines was studied by the pulse radiolysis technique in aqueous solution with the use of different monitoring systems. For this purpose, p-thiocresol, cysteamine hydrochloride, and mercaptoethanol were used. The rate constants of addition and elimination of thiyl radicals were determined by applying the modified version of ACUCHEM (computer program for modeling complex reaction systems). Aliphatic thiyl radicals add to the pyrimidine C5-C6 double bond with k = 1.0-3.0 x 10(7) dm3 mol(-1) s(-1), whereas elimination takes place with k = 0.7-2.0 x 10(5) s(-1). Quantum chemical calculations at the B3LYP/6-31G(d)/PCM level show that the addition should occur at the C6 position of the pyrimidine ring and that the energy of interaction between thiyl radicals and the pyrimidine double bond C5-C6 is low. 相似文献
3.
Lewiński J Marciniak W Lipkowski J Justyniak I 《Journal of the American Chemical Society》2003,125(42):12698-12699
Studies on the reaction of zinc alkyls with O2 are reported which demonstrate that the selective oxygenation of organozinc compound is viable. The reaction of [EtZn(azol)]n (azol = deprotonated 1-aziridineethanol) with an excess of dry O2 in toluene affords the zinc ethylperoxide [EtOOZn(azol)]2[EtZn(azol)]2, while the analogous reaction between Me2Zn and O2 results in the isolation of the Me6Zn7(OMe)8 cluster in high yield. 相似文献
4.
Gun'ko VM Villiéras F Leboda R Marciniak M Charmas B Skubiszewska-Zi&ecedil;ba J 《Journal of colloid and interface science》2000,230(2):320-327
Adsorbents synthesized by grafting of titania onto mesoporous silica gel surfaces at different temperatures were studied by means of nitrogen adsorption–desorption and water desorption. The pore size distribution f(Rp) of titania/silica gel depends on the titania concentration (CTiO2) and the temperature of titania synthesis. Nonuniformity of TiO2 phase is maximal at a low CTiO2 value (3.2 wt.% anatase deposited at 473 K), and two peaks of the fractal dimension distribution f(D) are observed at such a concentration of titania, but at larger CTiO2 values, only one f(D) peak is seen. More ordered filling of pores and adsorption sites by nitrogen, reflecting in the shape of adsorption energy distributions f(E) at different pressures of adsorbate, is observed for adsorbent with titania (rutile+anatase) grafted on silica gel at a higher temperature (673 K). 相似文献
5.
Five new cyclophane host molecules (corrals) are prepared by linking together two α,α′-di(4-hydroxyphenyl)-1,4-diisopropylbenzene or α,α′-di(3,5-dimethyl-4-hydroxyphenyl)-1,4-diisopropylbenzene units with two permethylene spacers. Three small cyclophane hosts (boxes) are synthesized by cyclization of α,α′-di(4-hydroxyphenyl)-1,4-diisopropylbenzene with di(bromomethyl)benzene compounds. Solid-state structures of one corral and one box are reported. 相似文献
6.
Richard A. Bartsch David A. Babb Bronislaw P. Czech Dhimant H. Desai Eddy Chapoteau Carl R. Gebauer Wolodymyr Zazulak Anad Kumar 《Journal of inclusion phenomena and macrocyclic chemistry》1990,9(2):113-123
Four novel chromogenic benzocryptands and one side-armed chromogenic cryptand have been synthesized and their complexing abilities for alkali metal cations are described. 相似文献
7.
Andrzej Marciniak 《Acta Appl Math》1984,2(2):185-207
A theory of discrete mechanics is developed based on the results of D. Greenspan. Discrete dynamical equations in an inertial frame, in a coordinate system related to some material point, and in a rotating frame are given and the consistency, stability, and convergence of the methods are studied and some numerical examples presented. 相似文献
8.
9.
Minoru Yamaji Ai Suzuki Fuyuki Ito Shozo Tero-Kubota Seiji Tobita Bronislaw Marciniak 《Journal of photochemistry and photobiology. A, Chemistry》2005,170(3):253-259
Photodissociation of the carbon-X (X = Br and Cl) bonds in p-bromo- and p-chloromethylbenzophenone (BMBP and CMBP) in solution were investigated by time-resolved EPR and laser flash photolysis techniques. BMBP and CMBP were found to undergo ω-bond cleavage to yield the p-benzoylbenzyl radical (BBR) at 295 K, and the quantum yields (ΦBBR) were determined. The CIDEP signal originated from BBR formed upon decomposition of CMBP was obtained while that for BMBP was absent. By using triplet sensitization of acetone, the efficiencies (BBR) of the CX bond fission in the triplet states of BMBP and CMBP were determined. The agreement between the ΦBBR and BBR values for CMBP indicates that the CCl bond dissociation occurs only in the triplet state. In contrast to CMBP, the cleavage of the CBr bond in BMBP upon direct excitation was concluded to be the event only in the excited singlet state without triplet formation, whereas the triplet state was also reactive for ω-bond dissociation. The rate of CBr bond dissociation seemed to be greater than that of intersystem crossing from the S1 to the T1 state. Schematic energy diagrams of the excited states of BMBP and CMBP were shown, and the reaction profiles were discussed from the viewpoint of the CX bond enthalpies. 相似文献
10.
Discrete difference equations in Minkowski space are obtained and the discrete Minkowski force is shown to be a four-vector. A transformation from a discrete dynamical equation in Minkowski space to a Lorentz-invariant difference equation in one-dimensional space is given. 相似文献